| Darien 2017-18 Athletic Events Schedule | |||||||
|---|---|---|---|---|---|---|---|
| 1066 Events Listed || Go Back || | |||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Bus Time | Note |
| TBA | FR Baseball | Stamford | Home - DHS Baseball JV Field [Directions] | 4:00 p.m. | |||
| TBA | FR Baseball | Ridgefield | Home - DHS Baseball Varsity Field [Directions] | TBA | |||
| TBA | V Boys Golf | CIAC Open Championship | Away - Site TBA | TBA | |||
| TBA | JV Boys Golf | Greenwich | Away - Griffith E Harris Golf Course [Directions] | 3:45 p.m. | Site TBD | ||
| TBA | JV Boys Golf | Ridgefield | Away - Ridgefield Public GC (DHLY Ridge) [Directions] | TBA | |||
| TBA | JV Boys Golf | Wilton | Away - Rolling Hills CC [Directions] | TBA | @ Rolling Hills GC | ||
| TBA | JV Boys Ice Hockey | Greenwich (Scrim.) | Away [Directions] | 8:00 p.m. | |||
| TBA | JV Boys Ice Hockey | New Canaan (Scrim.) | Away - Darien Ice Rink [Directions] | 8:30 p.m. | |||
| TBA | JV Boys Ice Hockey | Hamden | Away - Lou Astorino Ice Rink [Directions] | TBA | |||
| TBA | FR Boys Lacrosse | Ridgefield | Home - DHS Upper Oval Turf Field [Directions] | TBA | |||
| TBA | FR Boys Lacrosse | Daniel Hand | Away - DHHS Turf Field [Directions] | TBA | |||
| TBA | FR Boys Soccer | Greenwich | Away - GHS Field 7 [Directions] | TBA | |||
| TBA | JV Boys Tennis | Fairfield Warde | Home - Cherry Lawn Park [Directions] | 4:00 p.m. | |||
| TBA | JV Boys Volleyball | Oxford | Home - DHS Main Gym [Directions] | 5:30 p.m. | |||
| TBA | JV Field Hockey | Stamford | Home - DHS Stadium Field [Directions] | 5:30 p.m. | |||
| TBA | JV Field Hockey | Staples | Home - Darien HS [Directions] | Cancelled | Cancelled | ||
| TBA | V Girls Golf | CIAC Open Championship | Away - Site TBA | TBA | |||
| TBA | JV Girls Golf | Fairfield Ludlowe | Home - Wee Burn CC [Directions] | 3:15 p.m. | |||
| TBA | FR Girls Lacrosse | Fairfield Warde | Away - Fairfield Warde Grass Utility Field [Directions] | 4:00 p.m. | |||
| TBA | FR Girls Lacrosse | Wilton | Away - Lilly Field - Turf [Directions] | 4:00 p.m. | |||
| TBA | JV Softball | Stamford | Away - Cummings Park [Directions] | 4:00 p.m. | |||
| TBA | JV Girls Tennis | Fairfield Warde | Home - Weed Beach [Directions] | 4:00 p.m. | |||
| TBA | JV Girls Tennis | Greenwich | Away - Binney Park [Directions] | TBA | |||
| TBA | JV Girls Volleyball | Bridgeport Central | Away - Central H.S. Gym [Directions] | TBA | |||
| TBA | FR Girls Volleyball | Greenwich | Away - Western MS [Directions] | TBA | |||
| Tue., 8/29 | V Field Hockey | Convent of Sacred Heart (Scrim.) | Away | 4:00 p.m. | 2:45 p.m. | ||
| Wed., 8/30 | V Boys Soccer | St. Lukes (Scrim.) | Home - DHS Turf #2 [Directions] | 4:00 p.m. | |||
| Wed., 8/30 | JV Boys Soccer | St. Lukes (Scrim.) | Home - DHS Field #1 -Turf [Directions] | 4:00 p.m. | |||
| Thu., 8/31 | V Girls Soccer | Greenwich Academy (Scrim.) | Home - DHS Turf #2 [Directions] | 4:30 p.m. | |||
| Fri., 9/1 | V Football | Trinity Catholic (Scrim.) | Away - Gaglio Field | 6:00 p.m. | 5:00 p.m. | ||
| Sat., 9/2 | SO Football | Stepinac (NY) (Scrim.) | Away | 9:00 a.m. | 7:10 a.m. | ||
| Sat., 9/2 | V Field Hockey | Play Day @ Hillburn, NY | Away | 10:00 a.m. | 8:00 a.m. | ||
| Sat., 9/2 | V Girls Soccer | Jamboree w/Mahopac, Nyack, Mercy & RHAM | Home - DHS Turf #2 [Directions] | 9:00 a.m. | WILL ALSO USE UPPER OVAL TURF FIELD | ||
| Sat., 9/2 | V Girls Volleyball | Darien Volleyball Playday w/Bristol Eastern, Southington, Foran, E. Lyme, Coventry, Farmington | Home [Directions] | 8:00 a.m. | |||
| Tue., 9/5 | V Girls Soccer | Joel Barlow (Scrim.) | Home - DHS Turf #2 [Directions] | 4:30 p.m. | |||
| Tue., 9/5 | JV Girls Soccer | Joel Barlow (Scrim.) | Home - DHS Field #1 -Turf [Directions] | 4:30 p.m. | |||
| Wed., 9/6 | V Field Hockey | Greenwich Academy (Scrim.) | Home - DHS Stadium Field [Directions] | 3:30 p.m. | |||
| Wed., 9/6 | V Girls Volleyball | King and Low-Heywood Thomas (Scrim.) | Home - DHS Main Gym [Directions] | 4:30 p.m. | |||
| Thu., 9/7 | V Girls Cross Country | Trumbull (Scrim.) | Away [Directions] | 4:15 p.m. | Near Franco Gianni's Pizza | ||
| Fri., 9/8 | V Football | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 7:00 p.m. | W 38-12 | ||
| Fri., 9/8 | V Boys Soccer | Greenwich | Home - DHS Turf #2 [Directions] | 4:30 p.m. | L 3-0 | ||
| Fri., 9/8 | JV Boys Soccer | Greenwich | Home - DHS Field #1 -Turf [Directions] | 4:30 p.m. | |||
| Fri., 9/8 | V Field Hockey | Fairfield Warde | Home - DHS Stadium Field [Directions] | 7:00 p.m. | W 7-0 | ||
| Fri., 9/8 | JV Field Hockey | Fairfield Warde | Home - DHS Stadium Field [Directions] | 5:00 p.m. | |||
| Fri., 9/8 | V Girls Volleyball | Newtown | Away - Newtown HS Gymnasium [Directions] | 5:30 p.m. | L 0-3 | ||
| Fri., 9/8 | JV Girls Volleyball | Newtown | Away - Newtown Gym [Directions] | 4:00 p.m. | |||
| Fri., 9/8 | FR Girls Volleyball | Newtown | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Sat., 9/9 | JV Football | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 10:00 a.m. | |||
| Sat., 9/9 | V Girls Soccer | Greenwich | Away - Cardinal Stadium [Directions] | 4:00 p.m. | W 6-0 | ||
| Sat., 9/9 | JV Girls Soccer | Greenwich | Away - GHS Field 3 [Directions] | 4:00 p.m. | W 3-1 | ||
| Sat., 9/9 | FR Girls Soccer | Greenwich | Home - DHS Field #1 -Turf [Directions] | 10:00 a.m. | |||
| Mon., 9/11 | V Boys Cross Country | Fairfield Ludlowe, Fairfield Warde | Away - Taft Field [Directions] | 4:00 p.m. | |||
| Mon., 9/11 | V Boys Soccer | Trumbull | Away - McDougall Stadium [Directions] | 7:00 p.m. | L 4-0 | ||
| Mon., 9/11 | JV Boys Soccer | Trumbull | Away - The Pit [Directions] | 4:30 p.m. | |||
| Mon., 9/11 | FR Boys Soccer | Trumbull | Home - DHS Field #1 -Turf [Directions] | 4:00 p.m. | L 0-3 | ||
| Mon., 9/11 | V Girls Cross Country | Fairfield Ludlowe, Fairfield Warde | Away - Taft Field [Directions] | 4:00 p.m. | |||
| Mon., 9/11 | V Field Hockey | St. Joseph | Home - DHS Stadium Field [Directions] | 4:00 p.m. | W 9-0 | ||
| Mon., 9/11 | JV Field Hockey | St. Joseph | Home - DHS Stadium Field [Directions] | 5:30 p.m. | |||
| Mon., 9/11 | FR Girls Soccer | Trumbull | Away - JV Grass Field [Directions] | 4:00 p.m. | |||
| Mon., 9/11 | V Girls Volleyball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 4:00 p.m. | W 3-0 | ||
| Tue., 9/12 | V Girls Soccer | Trumbull | Home - DHS Turf #2 [Directions] | 4:00 p.m. | W 1-0 | ||
| Tue., 9/12 | JV Girls Soccer | Trumbull | Home - DHS Field #1 -Turf [Directions] | 4:30 p.m. | |||
| Tue., 9/12 | V Girls Swimming and Diving | Fairfield Ludlowe | Home - Darien YMCA [Directions] | 3:00 p.m. | |||
| Wed., 9/13 | V Boys Soccer | Bridgeport Central | Away - Kennedy Stadium [Directions] | 4:00 p.m. | T 3-3 | ||
| Wed., 9/13 | JV Boys Soccer | Bridgeport Central | Away - Seaside Park #10 [Directions] | 4:00 p.m. | |||
| Wed., 9/13 | V Girls Volleyball | Greenwich | Home - DHS Main Gym [Directions] | 4:30 p.m. | L 0-3 | ||
| Wed., 9/13 | JV Girls Volleyball | Greenwich | Home - DHS Main Gym [Directions] | 6:00 p.m. | |||
| Thu., 9/14 | SO Football | New Canaan | Home - DHS Baseball Varsity Field [Directions] | 3:30 p.m. | |||
| Thu., 9/14 | FR Football | Fairfield Ludlowe | Home - Royle School Field [Directions] | 4:00 p.m. | |||
| Thu., 9/14 | V Field Hockey | Stamford | Home - DHS Stadium Field [Directions] | 4:00 p.m. | W 6-0 | ||
| Thu., 9/14 | FR Field Hockey | Convent of Sacred Heart | Away | 4:15 p.m. | 3:00 p.m. | ||
| Thu., 9/14 | V Girls Soccer | Bridgeport Central | Home - DHS Turf #2 [Directions] | 3:15 p.m. | W 8-0 | ||
| Fri., 9/15 | V Football | Brien McMahon | Home - DHS Stadium Field [Directions] | 6:00 p.m. | W 47-0 | ||
| Fri., 9/15 | V Boys Soccer | Trinity Catholic | Home - DHS Turf #2 [Directions] | 3:15 p.m. | L 2-1 | ||
| Fri., 9/15 | V Girls Soccer | Trinity Catholic | Away - Gaglio Field | 4:30 p.m. | W 7-0 | ||
| Sat., 9/16 | V Boys Cross Country | Wilton | Away [Directions] | 9:30 a.m. | 8:00 a.m. | Wilton Invitational @ Allens Meadows | |
| Sat., 9/16 | JV Football | Brien McMahon | Home - DHS Stadium Field [Directions] | 12:30 p.m. | |||
| Sat., 9/16 | FR Boys Soccer | Brien McMahon | Away - Brien McMahon HS [Directions] | 10:00 a.m. | L 0-4 | ||
| Sat., 9/16 | V Girls Cross Country | Wilton Invitational | Away | 9:30 a.m. | |||
| Sat., 9/16 | V Field Hockey | Daniel Hand | Away - DHHS Turf Field [Directions] | 1:30 p.m. | T 0-0 | ||
| Sat., 9/16 | JV Field Hockey | Daniel Hand | Away - DHHS Turf Field [Directions] | 12:00 p.m. | |||
| Sat., 9/16 | JV Girls Swimming and Diving | Greenwich | Away - GHS Pool [Directions] | 9:30 a.m. | Warm-up @ 9:00 a.m. | ||
| Mon., 9/18 | JV Field Hockey | Greenwich Academy | Away | 3:45 p.m. | |||
| Mon., 9/18 | V Girls Soccer | Brien McMahon | Home - DHS Turf #2 [Directions] | 4:00 p.m. | L 1-0 | ||
| Mon., 9/18 | JV Girls Soccer | Brien McMahon | Home - DHS Field #1 -Turf [Directions] | 4:30 p.m. | |||
| Mon., 9/18 | V Girls Volleyball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | L 1-3 | ||
| Mon., 9/18 | JV Girls Volleyball | Trumbull | Away - THS Main Gym [Directions] | 5:30 p.m. | |||
| Mon., 9/18 | FR Girls Volleyball | Trumbull | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Tue., 9/19 | V Boys Cross Country | New Canaan, Staples, Norwalk, Trinity Catholic | Away - Waveny Park [Directions] | 4:00 p.m. | |||
| Tue., 9/19 | V Boys Soccer | Brien McMahon | Away - Brien McMahon HS [Directions] | 6:30 p.m. | T 3-3 | ||
| Tue., 9/19 | JV Boys Soccer | Brien McMahon | Away - BMHS Field 2 [Directions] | 4:00 p.m. | |||
| Tue., 9/19 | V Girls Cross Country | New Canaan, Staples, Norwalk, Trinity Catholic | Away - Waveny Park [Directions] | 4:00 p.m. | |||
| Tue., 9/19 | JV Field Hockey | Trumbull | Away - McDougall Stadium [Directions] | 4:00 p.m. | |||
| Tue., 9/19 | V Girls Swimming and Diving | Fairfield Warde | Home - Darien YMCA [Directions] | 3:00 p.m. | |||
| Wed., 9/20 | FR Football | Trumbull | Home - DHS Stadium East Turf Field [Directions] | 3:30 p.m. | |||
| Wed., 9/20 | V Field Hockey | Trumbull | Away - McDougall Stadium [Directions] | 4:00 p.m. | W 9-0 | ||
| Wed., 9/20 | FR Field Hockey | Trumbull | Home - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | |||
| Fri., 9/22 | V Boys Soccer | Danbury | Away - Danbury HS Stadium Turf Field [Directions] | 3:45 p.m. | L 2-5 | ||
| Fri., 9/22 | JV Boys Soccer | Danbury | Away - Danbury HS Grass Soccer Field [Directions] | 3:45 p.m. | |||
| Fri., 9/22 | FR Boys Soccer | Danbury | Home - DHS Field #1 -Turf [Directions] | 4:00 p.m. | L 2-5 | ||
| Fri., 9/22 | V Field Hockey | Danbury | Home - DHS Stadium Field [Directions] | 4:00 p.m. | W 9-0 | ||
| Fri., 9/22 | JV Field Hockey | Danbury | Home - DHS Stadium Field [Directions] | 5:30 p.m. | |||
| Fri., 9/22 | FR Field Hockey | Danbury | Away - Danbury HS Grass Field Hockey Field [Directions] | 4:00 p.m. | |||
| Fri., 9/22 | V Girls Soccer | Danbury | Home - DHS Stadium Field [Directions] | 7:30 p.m. | W 1-0 | ||
| Sat., 9/23 | V Football | St. Joseph | Home - DHS Stadium Field [Directions] | 1:30 p.m. | W 42-10 | HOMECOMING | |
| Sat., 9/23 | V Girls Cross Country | Ocean State Invite, Goddard Park, RI | Away | 10:20 a.m. | |||
| Sat., 9/23 | JV Girls Soccer | Danbury | Home - DHS Field #1 -Turf [Directions] | 4:30 p.m. | |||
| Sat., 9/23 | FR Girls Soccer | Danbury | Away - Danbury HS Grass Soccer Field [Directions] | 11:00 a.m. | |||
| Sat., 9/23 | JV Girls Swimming and Diving | Greenwich | Away - GHS Pool [Directions] | 8:30 a.m. | 7:30 a.m. | Warmup @ 8:00 a.m. | |
| Sat., 9/23 | V Girls Volleyball | John Jay Tourney | Away | 9:00 a.m. | |||
| Mon., 9/25 | JV Football | St. Joseph | Home - DHS Stadium East Turf Field [Directions] | 4:00 p.m. | |||
| Mon., 9/25 | V Boys Soccer | Stamford | Home - DHS Turf #2 [Directions] | 4:00 p.m. | L 4-3 | ||
| Mon., 9/25 | JV Boys Soccer | Stamford | Home - DHS Field #1 -Turf [Directions] | 4:30 p.m. | |||
| Mon., 9/25 | FR Boys Soccer | Stamford | Away - Stamford High Soccer Field [Directions] | 4:00 p.m. | W 1-0 | ||
| Mon., 9/25 | V Field Hockey | Fairfield Ludlowe | Home - DHS Stadium Field [Directions] | 4:00 p.m. | W 1-0 | ||
| Mon., 9/25 | JV Field Hockey | Fairfield Ludlowe | Home - DHS Stadium Field [Directions] | 5:30 p.m. | |||
| Mon., 9/25 | FR Field Hockey | Fairfield Ludlowe | Away - FLHS Front Field [Directions] | 4:00 p.m. | |||
| Mon., 9/25 | V Girls Swimming and Diving | Staples | Away - Staples HS Pool [Directions] | 3:30 p.m. | |||
| Mon., 9/25 | JV Girls Swimming and Diving | Staples | Away - Staples HS Pool [Directions] | 4:00 p.m. | |||
| Mon., 9/25 | V Girls Volleyball | Trinity Catholic | Home - DHS Main Gym [Directions] | 4:00 p.m. | W 3-0 | ||
| Mon., 9/25 | JV Girls Volleyball | Trinity Catholic | Home - DHS Main Gym [Directions] | 5:30 p.m. | |||
| Tue., 9/26 | V Boys Cross Country | Ridgefield, St. Joseph, Trumbull | Away - RHS Upper Grass Field [Directions] | 4:00 p.m. | |||
| Tue., 9/26 | V Girls Cross Country | Ridgefield, St. Joseph, Trumbull | Away - RHS Upper Grass Field [Directions] | 4:00 p.m. | |||
| Tue., 9/26 | V Girls Soccer | Stamford | Away - Stamford High Soccer Field [Directions] | 4:00 p.m. | W 8-0 | ||
| Tue., 9/26 | JV Girls Soccer | Stamford | Away - Rippowam Field [Directions] | 4:00 p.m. | |||
| Tue., 9/26 | FR Girls Soccer | Ridgefield | Away - RHS Lower Grass Field [Directions] | 4:00 p.m. | |||
| Wed., 9/27 | SO Football | Greenwich | Home - DHS Stadium Field [Directions] | 4:00 p.m. | |||
| Wed., 9/27 | V Boys Soccer | Wilton | Home - DHS Turf #2 [Directions] | 4:30 p.m. | L 3-0 | ||
| Wed., 9/27 | JV Boys Soccer | Wilton | Home - DHS Field #1 -Turf [Directions] | 4:30 p.m. | |||
| Wed., 9/27 | FR Boys Soccer | Fairfield Ludlowe | Away - Roger Ludlowe MS [Directions] | 4:30 p.m. | L 2-3 | ||
| Wed., 9/27 | V Field Hockey | Greenwich | Away - Cardinal Stadium [Directions] | 4:30 p.m. | W 1-0 | ||
| Wed., 9/27 | JV Field Hockey | Greenwich | Away - Cardinal Stadium [Directions] | 6:00 p.m. | |||
| Wed., 9/27 | FR Field Hockey | Greenwich | Home - DHS Baseball Varsity Field [Directions] | 4:30 p.m. | |||
| Wed., 9/27 | V Girls Swimming and Diving | Norwalk/McMahon | Away - Pat Spinola Natatorium [Directions] | 3:15 p.m. | |||
| Wed., 9/27 | V Girls Volleyball | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:30 p.m. | W 3-1 | ||
| Wed., 9/27 | JV Girls Volleyball | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | |||
| Thu., 9/28 | FR Football | Norwalk | Home - DHS Stadium East Turf Field [Directions] | 4:00 p.m. | |||
| Thu., 9/28 | FR Boys Soccer | Wilton | Away - Allen's Field [Directions] | 4:00 p.m. | L 0-3 | ||
| Thu., 9/28 | V Girls Soccer | Wilton | Away - Lilly Field - Turf [Directions] | 4:00 p.m. | W 2-0 | ||
| Thu., 9/28 | JV Girls Soccer | Wilton | Away - Allen's Field [Directions] | 4:00 p.m. | |||
| Thu., 9/28 | FR Girls Soccer | Wilton | Home - DHS Field #1 -Turf [Directions] | 4:00 p.m. | |||
| Thu., 9/28 | V Girls Volleyball | Danbury | Away - Danbury HS - MAIN gym [Directions] | 4:00 p.m. | L 1-3 | ||
| Thu., 9/28 | JV Girls Volleyball | Danbury | Away - Danbury HS - MAIN gym [Directions] | 5:30 p.m. | |||
| Thu., 9/28 | FR Girls Volleyball | Danbury | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Sat., 9/30 | V Football | Stamford | Away - Stamford HS [Directions] | 7:00 p.m. | W 53-7 | ||
| Mon., 10/2 | V Boys Cross Country | Danbury, Brien McMahon, Stamford | Away - Tarrywile Park [Directions] | 4:00 p.m. | |||
| Mon., 10/2 | JV Football | Stamford | Away - Stamford HS [Directions] | 4:00 p.m. | |||
| Mon., 10/2 | V Girls Cross Country | Danbury, Brien McMahon, Stamford | Away - Tarrywile Park [Directions] | 4:00 p.m. | |||
| Mon., 10/2 | V Girls Soccer | Ridgefield | Home - DHS Turf #2 [Directions] | 4:00 p.m. | L 2-0 | ||
| Mon., 10/2 | JV Girls Soccer | Ridgefield | Home - DHS Field #1 -Turf [Directions] | 4:30 p.m. | |||
| Mon., 10/2 | V Girls Volleyball | Stamford | Home - DHS Main Gym [Directions] | 4:00 p.m. | W 3-2 | ||
| Mon., 10/2 | JV Girls Volleyball | Stamford | Home - DHS Main Gym [Directions] | 5:30 p.m. | |||
| Mon., 10/2 | FR Girls Volleyball | Stamford | Away - Stamford HS [Directions] | 4:00 p.m. | |||
| Tue., 10/3 | V Boys Soccer | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 6:00 p.m. | L 4-0 | ||
| Tue., 10/3 | JV Boys Soccer | Ridgefield | Away - RHS Lower Grass Field [Directions] | 4:00 p.m. | |||
| Tue., 10/3 | FR Boys Soccer | Ridgefield | Home - DHS Field #1 -Turf [Directions] | 4:00 p.m. | L 2-3 | ||
| Tue., 10/3 | V Field Hockey | New Canaan | Away - Dunning Stadium [Directions] | 4:00 p.m. | W 2-1 | ||
| Tue., 10/3 | JV Field Hockey | New Canaan | Away - Dunning Stadium [Directions] | 5:30 p.m. | |||
| Tue., 10/3 | FR Field Hockey | New Canaan | Home - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | |||
| Wed., 10/4 | V Girls Soccer | Fairfield Warde | Home - DHS Turf #2 [Directions] | 4:00 p.m. | W 3-2 | ||
| Wed., 10/4 | JV Girls Soccer | Fairfield Warde | Home - DHS Field #1 -Turf [Directions] | 4:30 p.m. | |||
| Wed., 10/4 | V Girls Swimming and Diving | Greenwich | Away - GHS Pool [Directions] | 4:30 p.m. | |||
| Wed., 10/4 | V Girls Volleyball | Wilton | Home - DHS Main Gym [Directions] | 4:30 p.m. | W 3-0 | ||
| Wed., 10/4 | JV Girls Volleyball | Wilton | Home - DHS Main Gym [Directions] | 6:00 p.m. | |||
| Wed., 10/4 | FR Girls Volleyball | Wilton | Home - DHS - South Gym [Directions] | 4:00 p.m. | |||
| Thu., 10/5 | FR Football | Newtown (Scrim.) | Away - Blue and Gold Stadium [Directions] | 4:00 p.m. | |||
| Thu., 10/5 | V Boys Soccer | Fairfield Warde | Away - Fairfield Warde Grass Soccer Field [Directions] | 4:00 p.m. | L 2-1 | ||
| Thu., 10/5 | JV Boys Soccer | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | |||
| Thu., 10/5 | FR Boys Soccer | Fairfield Warde | Home - DHS Field #1 -Turf [Directions] | 4:00 p.m. | T 0-0 | ||
| Thu., 10/5 | V Field Hockey | Westhill | Home - DHS Stadium Field [Directions] | 5:30 p.m. | W 6-0 | ||
| Thu., 10/5 | JV Field Hockey | Westhill | Home - DHS Stadium Field [Directions] | 4:00 p.m. | |||
| Thu., 10/5 | FR Girls Soccer | Fairfield Warde | Away - Fairfield Warde Grass Utility Field [Directions] | 4:00 p.m. | |||
| Fri., 10/6 | FR Field Hockey | Westhill | Home - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | |||
| Fri., 10/6 | V Girls Soccer | Fairfield Ludlowe | Away - Taft Field [Directions] | 7:00 p.m. | T 1-1 | ||
| Fri., 10/6 | JV Girls Soccer | Fairfield Ludlowe | Away - Sturges Park [Directions] | 4:00 p.m. | |||
| Fri., 10/6 | FR Girls Soccer | Fairfield Ludlowe | Home - DHS Field #1 -Turf [Directions] | 4:00 p.m. | |||
| Fri., 10/6 | V Girls Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 5:30 p.m. | L 0-3 | ||
| Fri., 10/6 | JV Girls Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | |||
| Fri., 10/6 | FR Girls Volleyball | Ridgefield | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Sat., 10/7 | V Boys Cross Country | Wickham Park Invitational, Manchester, CT | Away | TBA | |||
| Sat., 10/7 | V Field Hockey | Garden City (NY) | Home - DHS Stadium Field [Directions] | 4:00 p.m. | W 4-1 | ||
| Sat., 10/7 | JV Field Hockey | Garden City (NY) | Home - DHS Stadium Field [Directions] | 2:00 p.m. | |||
| Mon., 10/9 | V Girls Soccer | Staples | Home - DHS Turf #2 [Directions] | 4:00 p.m. | W 1-0 | ||
| Mon., 10/9 | JV Girls Soccer | Staples | Home - DHS Field #1 -Turf [Directions] | 4:30 p.m. | |||
| Mon., 10/9 | V Girls Volleyball | Newtown | Home - DHS Main Gym [Directions] | 4:00 p.m. | W 3-1 | ||
| Mon., 10/9 | JV Girls Volleyball | Newtown | Home - DHS Main Gym [Directions] | 5:30 p.m. | |||
| Mon., 10/9 | FR Girls Volleyball | Newtown | Away - Newtown HS [Directions] | 4:00 p.m. | |||
| Tue., 10/10 | V Boys Cross Country | Greenwich, Wilton, Westhill | Away - Greenwich Point [Directions] | 4:00 p.m. | |||
| Tue., 10/10 | V Boys Soccer | Staples | Away - Loeffler Field - Staples HS [Directions] | 4:00 p.m. | W 1-0 | ||
| Tue., 10/10 | JV Boys Soccer | Staples | Away - Wakeman Field E (grass) [Directions] | 4:00 p.m. | |||
| Tue., 10/10 | FR Boys Soccer | Staples | Home - DHS Field #1 -Turf [Directions] | 4:00 p.m. | L 1-2 | ||
| Tue., 10/10 | V Girls Cross Country | Greenwich, Wilton, Westhill | Away - Greenwich Point [Directions] | 4:00 p.m. | |||
| Tue., 10/10 | V Field Hockey | Norwalk | Away - Testa Field, NHS [Directions] | 5:30 p.m. | L 1-2 | ||
| Tue., 10/10 | JV Field Hockey | Norwalk | Away - Testa Field, NHS [Directions] | 4:00 p.m. | |||
| Tue., 10/10 | FR Field Hockey | Norwalk | Home - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | |||
| Wed., 10/11 | V Girls Soccer | New Canaan | Away - Conner Field [Directions] | 4:00 p.m. | T 0-0 | ||
| Wed., 10/11 | FR Girls Soccer | New Canaan | Home - DHS Field #1 -Turf [Directions] | 4:00 p.m. | |||
| Wed., 10/11 | V Girls Swimming and Diving | St. Joseph | Home - Darien YMCA [Directions] | 3:00 p.m. | |||
| Wed., 10/11 | V Girls Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 5:30 p.m. | L 0-3 | ||
| Wed., 10/11 | JV Girls Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 4:00 p.m. | |||
| Wed., 10/11 | FR Girls Volleyball | Fairfield Warde | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Thu., 10/12 | FR Football | Trinity Catholic | Away | 4:00 p.m. | |||
| Thu., 10/12 | V Boys Soccer | New Canaan | Home - DHS Turf #2 [Directions] | 4:00 p.m. | W 3-0 | ||
| Thu., 10/12 | JV Boys Soccer | New Canaan | Home - DHS Field #1 -Turf [Directions] | 4:30 p.m. | |||
| Thu., 10/12 | FR Boys Soccer | New Canaan | Away - Saxe MS Field [Directions] | 4:00 p.m. | W 4-2 | ||
| Thu., 10/12 | V Field Hockey | Wilton | Home - DHS Stadium Field [Directions] | 5:30 p.m. | W 3-2 | ||
| Thu., 10/12 | JV Field Hockey | Wilton | Home - DHS Stadium Field [Directions] | 4:00 p.m. | |||
| Thu., 10/12 | FR Field Hockey | Wilton | Away - Wilton HS - Grass Field [Directions] | 4:00 p.m. | |||
| Thu., 10/12 | JV Girls Soccer | New Canaan | Away [Directions] | 4:00 p.m. | |||
| Thu., 10/12 | FR Girls Volleyball | Fairfield Ludlowe | Away - FLHS Aux Gym [Directions] | 4:00 p.m. | |||
| Fri., 10/13 | V Football | Staples | Away - Staples Stadium [Directions] | 7:00 p.m. | W 32-6 | ||
| Fri., 10/13 | V Girls Volleyball | Fairfield Ludlowe | Home - DHS Main Gym [Directions] | 4:00 p.m. | L 2-3 | ||
| Fri., 10/13 | JV Girls Volleyball | Fairfield Ludlowe | Home - DHS Main Gym [Directions] | 5:30 p.m. | |||
| Sat., 10/14 | V Boys Soccer | Fairfield Ludlowe | Home - DHS Turf #2 [Directions] | 4:00 p.m. | T 0-0 | ||
| Sat., 10/14 | JV Boys Soccer | Fairfield Ludlowe | Home - DHS Field #1 -Turf [Directions] | 4:00 p.m. | |||
| Sat., 10/14 | FR Boys Soccer | Greenwich Country Day | Away | 10:15 a.m. | L 0-1 | ||
| Sat., 10/14 | V Field Hockey | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 1:30 p.m. | W 4-1 | ||
| Sat., 10/14 | JV Field Hockey | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 3:00 p.m. | |||
| Sat., 10/14 | FR Field Hockey | Ridgefield | Home - DHS Stadium Field [Directions] | 4:00 p.m. | |||
| Sat., 10/14 | FR Girls Soccer | Greenwich Country Day | Away | 1:15 p.m. | |||
| Mon., 10/16 | JV Football | Staples | Away - Staples Stadium [Directions] | 6:00 p.m. | |||
| Mon., 10/16 | JV Girls Swimming and Diving | Greenwich | Home - Darien YMCA [Directions] | 3:30 p.m. | Warmups @ 3:00 p.m. | ||
| Mon., 10/16 | V Girls Volleyball | Staples | Away - Staples H.S. Gym [Directions] | 4:00 p.m. | L 0-3 | ||
| Mon., 10/16 | JV Girls Volleyball | Staples | Away - Staples H.S. Gym [Directions] | 5:30 p.m. | |||
| Mon., 10/16 | FR Girls Volleyball | Staples | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Tue., 10/17 | V Girls Soccer | Westhill | Home - DHS Stadium Field [Directions] | 5:30 p.m. | W 1-0 | ||
| Tue., 10/17 | JV Girls Soccer | Westhill | Home - DHS Field #1 -Turf [Directions] | 4:00 p.m. | |||
| Wed., 10/18 | V Boys Cross Country | FCIAC Championship @ Waveny Park, New Canaan | Away | 2:15 p.m. | |||
| Wed., 10/18 | V Boys Soccer | Westhill | Away - Westhill Front Turf Field [Directions] | 4:00 p.m. | L 1-0 | ||
| Wed., 10/18 | JV Boys Soccer | Westhill | Away - Rippowam MS - Turf Field [Directions] | 4:00 p.m. | |||
| Wed., 10/18 | FR Boys Soccer | Westhill | Home - DHS Field #1 -Turf [Directions] | 4:00 p.m. | T 3-3 | ||
| Wed., 10/18 | V Girls Cross Country | FCIACS @ Waveny Park, New Canaan | Away | 2:00 p.m. | |||
| Wed., 10/18 | FR Girls Soccer | Staples | Home - DHS Turf #2 [Directions] | 4:30 p.m. | |||
| Wed., 10/18 | V Girls Swimming and Diving | Wilton | Home - Darien YMCA [Directions] | 3:00 p.m. | |||
| Wed., 10/18 | V Girls Volleyball | New Canaan | Home - DHS Main Gym [Directions] | 4:00 p.m. | L 2-3 | ||
| Wed., 10/18 | JV Girls Volleyball | New Canaan | Home - DHS Main Gym [Directions] | 5:30 p.m. | |||
| Wed., 10/18 | FR Girls Volleyball | New Canaan | Away [Directions] | 4:00 p.m. | |||
| Thu., 10/19 | SO Football | Greenwich | Home - Royle School Field [Directions] | 4:00 p.m. | |||
| Thu., 10/19 | FR Football | Ridgefield | Home - DHS Stadium East Turf Field [Directions] | 4:00 p.m. | |||
| Thu., 10/19 | V Field Hockey | Staples | Away - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | L 1-2 | ||
| Thu., 10/19 | FR Field Hockey | Staples | Home - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | |||
| Thu., 10/19 | V Girls Volleyball | Weaver | Away - SMSA [Directions] | 5:00 p.m. | W 3-0 | ||
| Thu., 10/19 | JV Girls Volleyball | Weaver | Away - SMSA [Directions] | 6:00 p.m. | |||
| Fri., 10/20 | V Boys Soccer | St. Joseph | Home - DHS Stadium Field [Directions] | 7:00 p.m. | W 2-0 | ||
| Fri., 10/20 | JV Boys Soccer | St. Joseph | Home - DHS Field #1 -Turf [Directions] | 4:00 p.m. | |||
| Sat., 10/21 | V Football | Fairfield Warde | Home - DHS Stadium Field [Directions] | 1:30 p.m. | W 17-0 | ||
| Sat., 10/21 | V Girls Soccer | St. Joseph | Away - St. Joseph HS [Directions] | 4:00 p.m. | T 1-1 | ||
| Sat., 10/21 | JV Girls Soccer | St. Joseph | Away [Directions] | 4:00 p.m. | |||
| Mon., 10/23 | JV Football | Fairfield Warde | Home - DHS Stadium Field [Directions] | 4:00 p.m. | |||
| Mon., 10/23 | V Boys Soccer | Norwalk | Home - DHS Turf #2 [Directions] | 4:00 p.m. | L 4-0 | ||
| Mon., 10/23 | JV Boys Soccer | Norwalk | Home - DHS Field #1 -Turf [Directions] | 4:00 p.m. | |||
| Mon., 10/23 | FR Boys Soccer | Norwalk | Away - Callahan Complex at Nathan Hale Upper [Directions] | 4:00 p.m. | |||
| Mon., 10/23 | V Field Hockey | Brien McMahon | Away - Brien McMahon HS [Directions] | 7:00 p.m. | W 6-0 | ||
| Mon., 10/23 | JV Field Hockey | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:30 p.m. | |||
| Mon., 10/23 | FR Field Hockey | Greenwich Academy | Home - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | |||
| Mon., 10/23 | V Girls Volleyball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 5:30 p.m. | L 1-3 | ||
| Mon., 10/23 | JV Girls Volleyball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 4:00 p.m. | |||
| Mon., 10/23 | FR Girls Volleyball | Westhill | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Tue., 10/24 | V Girls Soccer | Norwalk | Away - Testa Field, NHS [Directions] | 6:30 p.m. | W 2-1 | ||
| Wed., 10/25 | FR Field Hockey | Convent of Sacred Heart | Home - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | |||
| Wed., 10/25 | V Girls Swimming and Diving | New Canaan | Away - New Canaan YMCA [Directions] | 3:00 p.m. | |||
| Wed., 10/25 | V Girls Volleyball | St. Joseph | Home - DHS Main Gym [Directions] | 4:00 p.m. | L 0-3 | ||
| Wed., 10/25 | JV Girls Volleyball | St. Joseph | Home - DHS Main Gym [Directions] | 5:30 p.m. | |||
| Wed., 10/25 | FR Girls Volleyball | St. Joseph | Away - St. Joseph HS [Directions] | 4:00 p.m. | |||
| Thu., 10/26 | FR Football | Staples | Away - Staples Stadium [Directions] | 6:00 p.m. | |||
| Thu., 10/26 | V Girls Cross Country | Freshmen Two Mile Race in Danbury | Away | 4:00 p.m. | Freshmen Only | ||
| Thu., 10/26 | JV Girls Soccer | Norwalk | Home - DHS Field #1 -Turf [Directions] | 4:00 p.m. | |||
| Fri., 10/27 | V Football | Trumbull | Away - McDougall Stadium [Directions] | 7:00 p.m. | W 48-0 | ||
| Fri., 10/27 | V Field Hockey | FCIAC Quarter-finals vs Fairfield Ludlowe | Home - DHS Stadium Field [Directions] | 4:00 p.m. | Rain date 10/28 | ||
| Fri., 10/27 | V Girls Soccer | FCIAC Quarter-final @ Ridgefield | Away - Tiger Hollow Stadium | 4:00 p.m. | 2:00 p.m. | Rain date 10/28 | |
| Fri., 10/27 | V Girls Volleyball | Norwalk | Home - DHS Main Gym [Directions] | 4:00 p.m. | W 3-0 | ||
| Fri., 10/27 | JV Girls Volleyball | Norwalk | Home - DHS Main Gym [Directions] | 5:30 p.m. | |||
| Sat., 10/28 | V Boys Cross Country | CIAC Class L Championship @ Wickham Park, Manchester, CT | Away | 12:00 p.m. | |||
| Sat., 10/28 | V Girls Cross Country | CIAC State Class L Meet @ Wickham Park | Away | TBA | |||
| Sat., 10/28 | JV Girls Volleyball | Girls JV Volleyball Invitational @ Fairfield Warde | Away | 8:00 a.m. | |||
| Mon., 10/30 | JV Football | Trumbull | Away - McDougall Stadium [Directions] | 4:00 p.m. | |||
| Mon., 10/30 | V Field Hockey | FCIAC Semi-Finals vs Norwalk @ Brien McMahon | Away | 7:30 p.m. | Game times 6:00 p.m. & 7:30 p.m. | ||
| Mon., 10/30 | V Girls Soccer | Tentative FCIAC Semi-Finals @ Wilton | Away | Cancelled | Cancelled | Games @ 5:00 & 7:00 p.m. Rain date 11/1 | |
| Wed., 11/1 | V Girls Swimming and Diving | FCIAC Swim Trials @ Greenwich | Away | 4:00 p.m. | |||
| Thu., 11/2 | FR Football | Stamford | Away - Stamford HS [Directions] | 4:00 p.m. | |||
| Thu., 11/2 | V Field Hockey | FCIAC Final vs Wilton @ Brien McMahon | Away | 7:00 p.m. | Rain date 11/3 | ||
| Thu., 11/2 | V Girls Soccer | Tentative FCIAC Final @ Norwalk | Away | Cancelled | Cancelled | Rain date 11/3 @ Ludlowe | |
| Thu., 11/2 | V Girls Swimming and Diving | FCIAC Dive Finals @ Westhill | Away | 4:30 p.m. | |||
| Fri., 11/3 | V Boys Cross Country | State Open Championship @ Wickham Park, Manchester, CT | Away | Cancelled | Cancelled | ||
| Fri., 11/3 | V Football | Wilton | Home - DHS Stadium Field [Directions] | 6:30 p.m. | W 27-0 | ||
| Fri., 11/3 | V Girls Cross Country | CIAC State Open at Wickham Park | Away | Cancelled | Cancelled | If we qualify from 10/28 | |
| Sat., 11/4 | V Girls Swimming and Diving | FCIAC Finals @ Greenwich | Away | 6:00 p.m. | |||
| Mon., 11/6 | JV Football | Wilton | Home - DHS Stadium East Turf Field [Directions] | 3:30 p.m. | |||
| Mon., 11/6 | V Girls Volleyball | CIAC Class LL - First Round @ Greenwich | Away | 4:30 p.m. | |||
| Tue., 11/7 | V Girls Soccer | CIAC - Round One vs Danbury | Home - DHS Turf #2 [Directions] | 2:00 p.m. | |||
| Wed., 11/8 | V Field Hockey | CIAC Class L First Round vs Jonathan Hall | Home - DHS Stadium Field [Directions] | 5:30 p.m. | |||
| Thu., 11/9 | SO Football | New Canaan | Away - Dunning Stadium [Directions] | 5:00 p.m. | |||
| Thu., 11/9 | FR Football | Greenwich | Home - DHS Stadium Field [Directions] | 4:00 p.m. | |||
| Thu., 11/9 | V Girls Soccer | CIAC - Round 2 vs Shelton | Home [Directions] | 2:00 p.m. | |||
| Thu., 11/9 | V Girls Swimming and Diving | CIAC Class L Driving Trials/Championships @ Middletown HS | Away | 5:30 p.m. | Warm Up 4:00 - 5:25 p.m. | ||
| Thu., 11/9 | V Girls Volleyball | Tentative CIAC Class LL - Round 2 @ higher ranked | Away | Cancelled | Cancelled | ||
| Fri., 11/10 | V Field Hockey | CIAC Class L Quarter-Finals vs Norwalk HS | Away | 5:30 p.m. | |||
| Sat., 11/11 | V Boys Cross Country | New England Championships, Troy Howard MS, Belfast, ME | Away | TBA | |||
| Sat., 11/11 | V Football | Bridgeport Central | Away - Kennedy Stadium [Directions] | 10:30 a.m. | W 42-0 | 8:30 a.m. | |
| Sat., 11/11 | V Girls Cross Country | New England Meet in Maine Island | Away | TBA | If we qualify from 11/3 | ||
| Sat., 11/11 | V Girls Soccer | CIAC Quarter-finals @ Suffield | Away | 2:00 p.m. | 10:15 a.m. | ||
| Sat., 11/11 | V Girls Swimming and Diving | CIAC Class L Qualifying Swimming @ East Hartford HS | Away | 6:00 p.m. | 2:00 p.m. | Warm-up 4:30 - 5:55 p.m. | |
| Sat., 11/11 | V Girls Volleyball | Tentative CIAC Class LL - Quarter-finals @ higher ranked | Away | Cancelled | Cancelled | ||
| Mon., 11/13 | JV Football | New Canaan | Home - DHS Stadium East Turf Field [Directions] | 4:00 p.m. | |||
| Tue., 11/14 | V Field Hockey | CIAC Class L Semi-Finals vs Enfield @ Cheshire | Away | 5:00 p.m. | |||
| Wed., 11/15 | V Girls Soccer | CIAC Semi-finals vs Staples @ Fairfield Ludlowe | Away | 6:30 p.m. | |||
| Wed., 11/15 | V Girls Swimming and Diving | CIAC Divisional Swim Championships @ Wesleyan | Away | 7:00 p.m. | Warm Up 6:00 - 6:55 p.m. | ||
| Wed., 11/15 | V Girls Volleyball | Tentative CIAC Class LL - Semi-Finals | Away | Cancelled | Cancelled | ||
| Thu., 11/16 | FR Football | New Canaan | Home - DHS Stadium Field [Directions] | 4:00 p.m. | |||
| Thu., 11/16 | V Girls Swimming and Diving | CIAC Open Diving Championships @ Middletown HS | Away | 5:30 p.m. | Warm Up 4:00 - 5:25 p.m. | ||
| Sat., 11/18 | SO Football | Greenwich | Home - DHS Stadium Field [Directions] | 9:30 a.m. | |||
| Sat., 11/18 | V Field Hockey | CIAC Class L Final vs Staples @ Wethersfield HS | Away | 12:00 p.m. | Alt. date 11/19 | ||
| Sat., 11/18 | V Girls Swimming and Diving | CIAC Open Swim Championships @ Yale | Away | 5:00 p.m. | Warm Up 3:00 - 4:55 p.m. | ||
| Sat., 11/18 | V Girls Volleyball | Tentative CIAC Class LL Final @ East Haven HS | Away | Cancelled | Cancelled | ||
| Thu., 11/23 | V Football | New Canaan | Home - Stamford HS- Boyle Stadium [Directions] | 10:30 a.m. | L 0-27 | ||
| Sat., 11/25 | V Boys Cross Country | Foot Locker Northeast Regional @ Van Cortlandt Park, Bronx, NY | Away | Cancelled | Cancelled | ||
| Sat., 11/25 | V Girls Ice Hockey | Alumni Game | Home - Darien Ice Rink [Directions] | 6:00 p.m. | |||
| Tue., 11/28 | V Football | CIAC Class LL - Quarterfinals vs East Hartford | Home - DHS Stadium Field [Directions] | 6:30 p.m. | |||
| Sat., 12/2 | V Girls Ice Hockey | Shelton Jamboree | Away | TBA | |||
| Sun., 12/3 | V Football | CIAC Class LL - Semi Finals vs West Haven | Home - DHS Stadium Field [Directions] | 12:30 p.m. | |||
| Tue., 12/5 | V Girls Basketball | Weston (Scrim.) | Away - WHS Gymnasium [Directions] | 3:30 p.m. | |||
| Sat., 12/9 | V Boys Basketball | Windsor (Scrim.) | Away [Directions] | 4:30 p.m. | 2:15 p.m. | ||
| Sat., 12/9 | V Football | CIAC Class LL Final vs Greenwich @ Boyle Stadium, Stamford | Away | 10:00 a.m. | 8:00 a.m. | ||
| Sat., 12/9 | V Boys Ice Hockey | St John's Prep- Mass | Away | 4:00 p.m. | |||
| Sun., 12/10 | V Boys Ice Hockey | St. Johns-Shrewsbury (MA) (Scrim.) | Away | 12:10 p.m. | |||
| Mon., 12/11 | V Girls Basketball | Norwalk | Home - DHS Main Gym [Directions] | 5:30 p.m. | L 52-61 | ||
| Mon., 12/11 | JV Girls Basketball | Norwalk | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Mon., 12/11 | V Girls Ice Hockey | West Haven/SHA | Away - Bennett Rink [Directions] | 5:15 p.m. | W 4-1 | ||
| Tue., 12/12 | V Boys Basketball | Immaculate (Scrim.) | Home - DHS Main Gym [Directions] | 5:30 p.m. | |||
| Wed., 12/13 | V Wrestling | Morgan | Away - Morgan HS [Directions] | 6:00 p.m. | |||
| Wed., 12/13 | V Girls Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:00 p.m. | L 38-46 | ||
| Fri., 12/15 | V Boys Squash | Choate Rosemary Hall | Away | Cancelled | Cancelled | ||
| Fri., 12/15 | V Girls Squash | Choate Rosemary Hall | Away | Cancelled | Cancelled | ||
| Sat., 12/16 | V Boys Ice Hockey | Hamden | Away - Lou Astorino Ice Rink [Directions] | 2:30 p.m. | L 4-6 | ||
| Sat., 12/16 | V Boys Indoor Track | New Haven Invitational @ Hillhouse HS, New Haven | Away | Cancelled | Cancelled | ||
| Sat., 12/16 | V Boys Indoor Track | Reindeer Relays @ Wilton HS | Away | 9:30 a.m. | |||
| Sat., 12/16 | V Boys Swimming and Diving | Norwalk Relays @ Norwalk HS | Away | 1:00 p.m. | |||
| Sat., 12/16 | V Wrestling | Derby Invitatinal | Away | 9:00 a.m. | |||
| Sat., 12/16 | V Girls Indoor Track | Reindeer Relays @ Wilton | Away | TBA | |||
| Mon., 12/18 | V Boys Basketball | University | Home - DHS Main Gym [Directions] | 7:00 p.m. | W 72-37 | ||
| Mon., 12/18 | JV Boys Basketball | University | Home - DHS Main Gym [Directions] | 5:30 p.m. | |||
| Mon., 12/18 | FR Boys Basketball | University | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Mon., 12/18 | V Girls Basketball | St. Joseph | Away - St. Joseph HS [Directions] | 4:00 p.m. | W 48-43 | ||
| Mon., 12/18 | JV Girls Basketball | St. Joseph | Away - St. Joseph HS [Directions] | 5:30 p.m. | |||
| Tue., 12/19 | V Girls Basketball | Norwalk | Away - Norwalk High Gym [Directions] | 4:00 p.m. | L 31-58 | ||
| Tue., 12/19 | JV Girls Basketball | Norwalk | Away - Norwalk High Gym [Directions] | 5:30 p.m. | |||
| Tue., 12/19 | V Girls Ice Hockey | Morristown-Beard (NJ) | Home - Darien Ice Rink [Directions] | 4:50 p.m. | W 3-2 | ||
| Wed., 12/20 | V Boys Ice Hockey | Fairfield Prep | Away - Wonderland of Ice, Bridgeport, CT [Directions] | 6:00 p.m. | L 2-5 | 3:00 p.m. | |
| Wed., 12/20 | JV Boys Squash | @ Intensity Athletic Club, Norwalk | Away | 7:30 p.m. | 6:00 p.m. | ||
| Wed., 12/20 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away - Terry Conners Ice Rink [Directions] | 5:40 p.m. | W 9-3 | ||
| Thu., 12/21 | V Boys Basketball | Greenwich | Home - DHS Main Gym [Directions] | 7:00 p.m. | L 34-43 | ||
| Thu., 12/21 | JV Boys Basketball | Greenwich | Home - DHS Main Gym [Directions] | 5:15 p.m. | |||
| Thu., 12/21 | FR Boys Basketball | Greenwich | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Thu., 12/21 | JV Boys Squash | Rye (NY) | Home - Squash Alley [Directions] | 3:30 p.m. | |||
| Thu., 12/21 | V Girls Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 7:00 p.m. | W 83-34 | ||
| Thu., 12/21 | JV Girls Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 5:30 p.m. | |||
| Fri., 12/22 | JV Boys Ice Hockey | ND Fairfield Tournament @ Milford Ice Pavilion | Away | 4:45 p.m. | 3:00 p.m. | ||
| Sat., 12/23 | V Boys Ice Hockey | New Canaan | Home - Darien Ice Rink [Directions] | 10:00 a.m. | W 8-1 | ||
| Sat., 12/23 | JV Boys Ice Hockey | ND Fairfield Tournament @ Milford Ice Pavilion | Away | TBA | TBA | ||
| Sat., 12/23 | V Boys Indoor Track | Hillhouse Winter Relays, New Haven | Away | 10:00 a.m. | 8:00 a.m. | ||
| Sat., 12/23 | V Girls Ice Hockey | New Canaan | Home - Darien Ice Rink [Directions] | 4:00 p.m. | L 1-2 | ||
| Sat., 12/23 | V Girls Indoor Track | Winter Relays @ Hillhouse, New Haven | Away | 10:00 a.m. | |||
| Tue., 12/26 | JV Boys Ice Hockey | Conard @ Milford Pavilion | Away | 2:45 p.m. | 1:00 p.m. | ||
| Wed., 12/27 | JV Boys Ice Hockey | St. Joes @ Milford Pavilion | Away | 2:45 p.m. | 1:00 p.m. | ||
| Wed., 12/27 | V Wrestling | Danbury, Norwalk, Staples | Away - Danbury HS - NEW gym [Directions] | 10:00 a.m. | |||
| Thu., 12/28 | V Boys Basketball | Bridgeport Central | Home - DHS Main Gym [Directions] | 2:00 p.m. | W 75-68 | ||
| Thu., 12/28 | JV Boys Basketball | Bridgeport Central | Home - DHS Main Gym [Directions] | 12:00 p.m. | |||
| Thu., 12/28 | JV Boys Ice Hockey | Cheshire @ Milford Pavlion | Away | 1:00 p.m. | 11:00 a.m. | ||
| Thu., 12/28 | V Boys Indoor Track | Danbury, McMahon, Warde, Norwalk @ Wilton | Away | 9:30 a.m. | |||
| Thu., 12/28 | V Girls Indoor Track | Danbury, McMahon, Warde, Norwalk @ Wilton | Away | 9:30 a.m. | |||
| Fri., 12/29 | JV Boys Ice Hockey | Finals Milford Tournament Milford Pavlion | Away | TBA | |||
| Sat., 12/30 | V Boys Ice Hockey | Greenwich | Away - Greenwich Skating Club [Directions] | 4:00 p.m. | L 3-4 | 2:00 p.m. | |
| Sat., 12/30 | V Wrestling | Danbury Invitational | Away | TBA | |||
| Wed., 1/3 | V Boys Basketball | Trumbull | Away - THS Main Gym [Directions] | 7:00 p.m. | L 59-76 | ||
| Wed., 1/3 | JV Boys Basketball | Trumbull | Away - THS Main Gym [Directions] | 5:15 p.m. | |||
| Wed., 1/3 | FR Boys Basketball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | |||
| Wed., 1/3 | V Boys Ice Hockey | Notre Dame-West Haven | Home - Darien Ice Rink [Directions] | 6:00 p.m. | L 2-5 | ||
| Wed., 1/3 | JV Boys Squash | Bronxville HS @ Life Time Athletic | Away | 7:30 p.m. | TBA | ||
| Wed., 1/3 | V Boys Swimming and Diving | Trumbull | Away - Hillcrest MS [Directions] | 4:00 p.m. | |||
| Wed., 1/3 | V Wrestling | Brien McMahon | Home - DHS - South Gym [Directions] | 5:00 p.m. | |||
| Wed., 1/3 | V Girls Basketball | Trumbull | Home - DHS Main Gym [Directions] | 5:30 p.m. | L 41-49 | ||
| Wed., 1/3 | JV Girls Basketball | Trumbull | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Wed., 1/3 | JV Girls Squash | Rye HS @ Life Time Athletic | Away | 7:30 p.m. | TBA | ||
| Sat., 1/6 | V Boys Ice Hockey | Xavier | Away - Freeman Athletic Center, Wesleyan University [Directions] | 6:00 p.m. | L 2-5 | 2:45 p.m. | |
| Sat., 1/6 | V Boys Indoor Track | New Canaan, Ludlowe, Ridgefield, Warde, Stamford, Norwalk @ Wilton | Away | 9:30 a.m. | |||
| Sat., 1/6 | V Boys Indoor Track | Elm City Coaches Invitational @ Hillhouse HS, New Haven | Away | TBA | |||
| Sat., 1/6 | V Wrestling | Somers HS, NY Tournament | Away | 9:30 a.m. | Weigh Ins 7:30-8:30 a.m. | ||
| Sat., 1/6 | V Girls Gymnastics | Pomperaug Invitational | Away | TBA | 129.1 | ||
| Sat., 1/6 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Darien Ice Rink [Directions] | 6:30 p.m. | W 8-0 | ||
| Sat., 1/6 | V Girls Indoor Track | New Canaan, Ludlowe, Ridgefield, Warde, Stamford, Norwalk @ Wilton | Away | 9:30 a.m. | |||
| Mon., 1/8 | V Boys Ice Hockey | LaSalle Academy (RI) | Away | 3:00 p.m. | L 1-4 | 11:00 a.m. | |
| Mon., 1/8 | JV Boys Ice Hockey | Notre Dame-West Haven | Home - Stamford Twin Rinks [Directions] | 8:40 p.m. | |||
| Mon., 1/8 | V Girls Basketball | Bridgeport Central | Home - DHS Main Gym [Directions] | 5:30 p.m. | W 74-22 | ||
| Mon., 1/8 | JV Girls Basketball | Bridgeport Central | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Mon., 1/8 | V Girls Squash | New Canaan @ Chelsea Piers | Home [Directions] | 8:00 p.m. | |||
| Tue., 1/9 | V Boys Basketball | Trinity Catholic | Home - DHS Main Gym [Directions] | 7:00 p.m. | L 42-52 | ||
| Tue., 1/9 | JV Boys Basketball | Trinity Catholic | Home - DHS Main Gym [Directions] | 5:15 p.m. | |||
| Tue., 1/9 | FR Boys Basketball | Trinity Catholic | Home - DHS Main Gym [Directions] | 3:45 p.m. | |||
| Tue., 1/9 | V Girls Basketball | Trinity Catholic | Away - Walsh Court | 5:30 p.m. | L 56-62 | ||
| Tue., 1/9 | JV Girls Basketball | Trinity Catholic | Away - Walsh Court | 4:00 p.m. | |||
| Tue., 1/9 | V Girls Ice Hockey | Greenwich | Home - Darien Ice Rink [Directions] | 6:50 p.m. | W 1-0 | ||
| Wed., 1/10 | V Boys Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 7:00 p.m. | L 59-80 | ||
| Wed., 1/10 | JV Boys Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 5:15 a.m. | |||
| Wed., 1/10 | FR Boys Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 4:00 p.m. | |||
| Wed., 1/10 | V Boys Ice Hockey | Trinity Catholic | Away - Terry Conners Ice Rink | 7:30 p.m. | W 8-2 | 6:00 p.m. | |
| Wed., 1/10 | V Boys Squash | Greenwich | Away [Directions] | 4:30 p.m. | @ Life Time Athletic | ||
| Wed., 1/10 | V Boys Swimming and Diving | Greenwich | Away - GHS Pool [Directions] | 4:30 p.m. | |||
| Wed., 1/10 | V Wrestling | Fairfield Prep | Home - DHS - South Gym [Directions] | 5:00 p.m. | |||
| Thu., 1/11 | JV Boys Squash | Rye (NY) | Home - Squash Alley [Directions] | 3:30 p.m. | |||
| Thu., 1/11 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Wonderland of Ice [Directions] | 4:40 p.m. | W 4-0 | 3:00 p.m. | |
| Fri., 1/12 | V Boys Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 7:00 p.m. | W 58-52 | ||
| Fri., 1/12 | JV Boys Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:15 p.m. | |||
| Fri., 1/12 | FR Boys Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | |||
| Fri., 1/12 | V Boys Swimming and Diving | Norwalk/Brien McMahon | Home - Darien YMCA [Directions] | 3:00 p.m. | |||
| Fri., 1/12 | V Girls Basketball | Brien McMahon | Home - DHS Main Gym [Directions] | 5:30 p.m. | W 46-24 | ||
| Fri., 1/12 | JV Girls Basketball | Brien McMahon | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Sat., 1/13 | V Boys Ice Hockey | Greenwich | Home - Darien Ice Rink [Directions] | 6:00 p.m. | W 3-2 | ||
| Sat., 1/13 | V Boys Indoor Track | Ludlowe, Danbury, Greenwich, St Joes, McMahon, @ Wilton | Away | 9:30 a.m. | |||
| Sat., 1/13 | V Boys Indoor Track | SCC Coaches Invitational @ Hillhouse HS, New Haven | Away | 3:00 p.m. | |||
| Sat., 1/13 | V Wrestling | New Canaan, Bunnell | Home - DHS Main Gym [Directions] | 10:00 a.m. | |||
| Sat., 1/13 | V Girls Gymnastics | Trumbull | Away - Next Dimension Gymnastics [Directions] | 6:30 p.m. | Darien 128.75 Trumbull 143.8 | ||
| Sat., 1/13 | V Girls Indoor Track | SCC Coaches Invitational @ Hillhouse HS | Away | 9:00 a.m. | 7:00 a.m. | ||
| Sat., 1/13 | V Girls Indoor Track | Ludlowe, Danbury, Greenwich, St. Joes, McMahon @ Wilton | Away | 9:30 a.m. | |||
| Mon., 1/15 | JV Boys Ice Hockey | Ridgefield | Home - Stamford Twin Rinks [Directions] | 8:40 p.m. | |||
| Mon., 1/15 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Home - Darien Ice Rink [Directions] | 6:40 p.m. | W 9-1 | ||
| Tue., 1/16 | V Boys Basketball | Danbury | Away - Danbury HS - MAIN gym [Directions] | 7:00 p.m. | L 50-60 | ||
| Tue., 1/16 | JV Boys Basketball | Danbury | Away - Danbury HS - MAIN gym [Directions] | 5:15 p.m. | |||
| Tue., 1/16 | FR Boys Basketball | Danbury | Away - Danbury HS - MAIN gym [Directions] | 4:00 p.m. | |||
| Tue., 1/16 | V Girls Basketball | Danbury | Home - DHS Main Gym [Directions] | 5:30 p.m. | W 34-32 | ||
| Tue., 1/16 | JV Girls Basketball | Danbury | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Tue., 1/16 | V Girls Gymnastics | Wilton | Away - Wilton HS Aux. Gym [Directions] | 4:30 p.m. | Darien 128.25 Wilton 131.7 | ||
| Wed., 1/17 | V Boys Swimming and Diving | Staples | Home - Darien YMCA [Directions] | 3:00 p.m. | |||
| Wed., 1/17 | V Wrestling | Fairfield Ludlowe | Home - DHS - South Gym [Directions] | 5:00 p.m. | |||
| Thu., 1/18 | V Boys Ice Hockey | Staples | Home - Darien Ice Rink [Directions] | 7:20 p.m. | L 1-4 | ||
| Fri., 1/19 | V Boys Basketball | Stamford | Home - DHS Main Gym [Directions] | 7:00 p.m. | L 45-49 | ||
| Fri., 1/19 | JV Boys Basketball | Stamford | Home - DHS Main Gym [Directions] | 5:15 p.m. | |||
| Fri., 1/19 | FR Boys Basketball | Stamford | Home - DHS Main Gym [Directions] | 3:45 p.m. | |||
| Fri., 1/19 | JV Boys Ice Hockey | New Canaan | Away - Darien Ice Rink [Directions] | 8:30 p.m. | |||
| Fri., 1/19 | V Boys Indoor Track | Yale Invitational (Cox Cage), New Haven | Away | 1:00 p.m. | |||
| Fri., 1/19 | V Boys Swimming and Diving | Westhill/Stamford | Home - Darien YMCA [Directions] | 3:00 p.m. | |||
| Fri., 1/19 | V Girls Basketball | Stamford | Away - Stamford HS [Directions] | 7:00 p.m. | L 52-58 | ||
| Fri., 1/19 | JV Girls Basketball | Stamford | Away - Stamford HS [Directions] | 5:15 p.m. | |||
| Fri., 1/19 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away - Winter Garden Ice Arena [Directions] | 3:30 p.m. | W 5-3 | ||
| Fri., 1/19 | V Girls Indoor Track | Yale Invitational | Away | 1:30 p.m. | |||
| Sat., 1/20 | V Boys Ice Hockey | Fairfield Prep | Home - Darien Ice Rink [Directions] | 6:00 p.m. | L 1-4 | ||
| Sat., 1/20 | V Boys Indoor Track | Stamford, St Joes, Greenwich, Danbury, McMahon @ Staples | Away | 10:00 a.m. | |||
| Sat., 1/20 | V Boys Indoor Track | Yale Invitational (Cox Cage), New Haven | Away | 7:30 a.m. | |||
| Sat., 1/20 | V Boys Squash | Hotchkiss, Brunswick @ Salisbury School | Away | TBA | |||
| Sat., 1/20 | V Wrestling | Guilford Duals @ Haddam Killingworth | Away | 9:00 a.m. | |||
| Sat., 1/20 | V Girls Indoor Track | Stamford, St. Joes, Greenwich, Danbury, McMahon @ Staples | Away | 10:00 a.m. | |||
| Mon., 1/22 | JV Boys Squash | Squash Haven @ Intensity Athletic Club, Norwalk | Away | Cancelled | Cancelled | ||
| Mon., 1/22 | V Girls Ice Hockey | Hall/Conard | Away - Veteran's Memorial Rink [Directions] | 6:40 p.m. | W 5-0 | ||
| Mon., 1/22 | JV Girls Squash | New Canaan @ Intensity Athletic Club, Norwalk | Away | Cancelled | Cancelled | TBA | |
| Tue., 1/23 | V Boys Basketball | Wilton | Home - DHS Main Gym [Directions] | 7:00 p.m. | L 51-53 | ||
| Tue., 1/23 | JV Boys Basketball | Wilton | Home - DHS Main Gym [Directions] | 5:15 p.m. | |||
| Tue., 1/23 | FR Boys Basketball | Wilton | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Tue., 1/23 | V Girls Basketball | Wilton | Away - Nicholas Zeoli Field House [Directions] | 7:00 p.m. | L 43-64 | ||
| Tue., 1/23 | JV Girls Basketball | Wilton | Away - Nicholas Zeoli Field House [Directions] | 5:15 p.m. | |||
| Wed., 1/24 | V Boys Ice Hockey | Norwalk | Away - SoNo Ice House [Directions] | 8:00 p.m. | W 8-2 | 6:00 p.m. | |
| Wed., 1/24 | JV Boys Ice Hockey | New Canaan | Home - Stamford Twin Rinks [Directions] | Cancelled | Cancelled | ||
| Wed., 1/24 | JV Boys Squash | Staples @ Life Time Athletic | Away | 3:30 p.m. | 2:30 p.m. | ||
| Wed., 1/24 | V Boys Swimming and Diving | Wilton | Home - Darien YMCA [Directions] | 3:00 p.m. | |||
| Wed., 1/24 | V Wrestling | Fairfield Warde | Away - Fairfield Warde Small Gym [Directions] | 5:00 p.m. | |||
| Wed., 1/24 | V Wrestling | Wilton | Away - @ Fairfield Warde HS [Directions] | 5:00 p.m. | |||
| Wed., 1/24 | V Girls Gymnastics | Greenwich, New Canaan | Away - Greenwich YWCA [Directions] | 6:30 p.m. | Darien 134.85 Greenwich 140.3 New Canaan 112.55 | ||
| Wed., 1/24 | V Girls Ice Hockey | New Canaan | Away [Directions] | 7:00 p.m. | L 0-2 | ||
| Wed., 1/24 | JV Girls Squash | Staples @ Intensity Athletic Club, Norwalk | Away | 7:30 p.m. | 6:00 p.m. | ||
| Fri., 1/26 | V Boys Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 7:00 p.m. | L 60-62 | ||
| Fri., 1/26 | JV Boys Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 5:15 p.m. | |||
| Fri., 1/26 | FR Boys Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | |||
| Fri., 1/26 | V Boys Swimming and Diving | Fairfield Ludlowe/Fairfield Wardee | Home - Darien YMCA [Directions] | 3:00 p.m. | |||
| Fri., 1/26 | V Girls Basketball | Ridgefield | Home - DHS Main Gym [Directions] | 5:30 p.m. | W 47-37 | ||
| Fri., 1/26 | JV Girls Basketball | Ridgefield | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Sat., 1/27 | V Boys Ice Hockey | Westhill/Stamford | Home - Darien Ice Rink [Directions] | 5:30 p.m. | T 1-1(OT) | ||
| Sat., 1/27 | V Boys Indoor Track | Eastern Divsions Championship @ Wilton | Away | 9:30 a.m. | |||
| Sat., 1/27 | V Boys Squash | Fairwest Cup @ Chelsea Piers | Away | TBA | |||
| Sat., 1/27 | JV Boys Squash | Fairwest Cup @ Chelsea Piers | Away | TBA | |||
| Sat., 1/27 | V Wrestling | Mahopac, NY Tournament | Away | 9:00 a.m. | |||
| Sat., 1/27 | V Girls Ice Hockey | Stamford/Westhill/Staples | Home - Darien Ice Rink [Directions] | 7:40 p.m. | W 7-0 | ||
| Sat., 1/27 | V Girls Indoor Track | Eastern Divisions Championship @ Wilton | Away | 9:30 a.m. | |||
| Sun., 1/28 | V Girls Gymnastics | Fairfield Ludlowe, Fairfield Warde | Home - Gymnastics & Cheer Academy, Fairfield [Directions] | 3:30 p.m. | Darien 126.9 Fairfield Ludlowe 133 Fairfield Warde 122 | ||
| Sun., 1/28 | V Girls Ice Hockey | East Catholic Coop | Away - Newington Blue [Directions] | 6:25 p.m. | W 9-0 | ||
| Sun., 1/28 | V Girls Squash | Fairwest Championship @ Yale | Away | TBA | TBA | ||
| Mon., 1/29 | V Boys Ice Hockey | St. Joseph | Away - Shelton Rinks [Directions] | 8:00 p.m. | W 7-0 | 5:45 p.m. | |
| Mon., 1/29 | JV Boys Ice Hockey | Greenwich | Home - Stamford Twin Rinks [Directions] | 8:40 p.m. | |||
| Tue., 1/30 | V Boys Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 7:00 p.m. | L 60-68 | ||
| Tue., 1/30 | JV Boys Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 5:15 p.m. | |||
| Tue., 1/30 | FR Boys Basketball | Fairfield Warde | Away [Directions] | 4:00 p.m. | |||
| Tue., 1/30 | V Girls Basketball | Fairfield Warde | Home - DHS Main Gym [Directions] | 5:30 p.m. | L 43-47 | ||
| Tue., 1/30 | JV Girls Basketball | Fairfield Warde | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Wed., 1/31 | V Girls Gymnastics | Westhill, New Canaan | Away - Westhill - New Gymnasium [Directions] | 5:30 p.m. | Darien 125.6 Westhill 109.5 New Canaan 112.8 | ||
| Wed., 1/31 | V Girls Squash | vs Masters School | Home - Chelsea Piers [Directions] | 4:30 p.m. | |||
| Thu., 2/1 | V Boys Basketball | University | Away - SMSA [Directions] | 7:15 p.m. | W 99-79 | ||
| Thu., 2/1 | JV Boys Basketball | University | Away - SMSA [Directions] | 5:45 p.m. | |||
| Thu., 2/1 | V Boys Indoor Track | FCIAC Championship @ Hillhouse | Away | 4:30 p.m. | |||
| Thu., 2/1 | V Boys Squash | High School Nationals in Philadelphia | Away | TBA | |||
| Thu., 2/1 | V Boys Swimming and Diving | Danbury | Away - O'Neil Center @ Western Connecticut State University [Directions] | 5:00 p.m. | |||
| Thu., 2/1 | V Girls Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 5:30 p.m. | L 34-46 | ||
| Thu., 2/1 | JV Girls Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 4:00 p.m. | |||
| Thu., 2/1 | V Girls Indoor Track | FCIAC Championship @ Hillhouse | Away | 4:30 p.m. | |||
| Thu., 2/1 | V Girls Squash | High School Nationals in Philadelphia | Away | TBA | TBA | ||
| Fri., 2/2 | V Boys Swimming and Diving | New Canaan | Home - Darien YMCA [Directions] | 3:00 p.m. | |||
| Sat., 2/3 | V Boys Basketball | Fairfield Ludlowe | Home - DHS Main Gym [Directions] | 1:00 p.m. | W 55-42 | ||
| Sat., 2/3 | JV Boys Basketball | Fairfield Ludlowe | Home - DHS Main Gym [Directions] | 11:30 a.m. | |||
| Sat., 2/3 | FR Boys Basketball | Fairfield Ludlowe | Home - DHS Main Gym [Directions] | 10:00 a.m. | |||
| Sat., 2/3 | V Boys Ice Hockey | Trumbull | Away - Shelton Rinks [Directions] | 8:00 p.m. | W 4-1 | 5:45 p.m. | |
| Sat., 2/3 | JV Boys Ice Hockey | Ridgefield | Away - Brewster Ice Rink [Directions] | 11:10 a.m. | 5:45 p.m. | ||
| Sat., 2/3 | V Boys Indoor Track | FCIAC JV Invitational @ Staples HS | Away | 10:00 a.m. | |||
| Sat., 2/3 | V Wrestling | Lawman Invitational | Away | 9:00 a.m. | |||
| Sat., 2/3 | V Girls Basketball | Kolbe Cathedral | Away - Shehan Center [Directions] | 7:00 p.m. | W 56-46 | ||
| Sat., 2/3 | V Girls Gymnastics | Staples | Home - Darien YMCA [Directions] | 2:00 p.m. | Darien 133.65 Staples 129.85 | ||
| Sat., 2/3 | V Girls Indoor Track | FCIAC JV Invitational @ Staples | Away | 10:00 a.m. | |||
| Mon., 2/5 | FR Boys Basketball | Greenwich Country Day | Away | 4:15 p.m. | |||
| Mon., 2/5 | V Girls Ice Hockey | Greenwich | Away - Dorothy Hamill Ice Rink [Directions] | 5:30 p.m. | T 1-1 | ||
| Tue., 2/6 | V Boys Basketball | Staples | Away - Staples H.S. Gym [Directions] | 7:00 p.m. | W 67-55 | ||
| Tue., 2/6 | JV Boys Basketball | Staples | Away - Staples H.S. Gym [Directions] | 5:15 p.m. | |||
| Tue., 2/6 | FR Boys Basketball | Staples | Away - Staples H.S. Gym [Directions] | 4:00 p.m. | |||
| Tue., 2/6 | JV Boys Ice Hockey | New Canaan | Home - Darien Ice Rink [Directions] | Cancelled | Cancelled | ||
| Tue., 2/6 | JV Boys Ice Hockey | Greenwich | Home - Darien Ice Rink [Directions] | 8:30 p.m. | |||
| Tue., 2/6 | V Wrestling | Greenwich | Away - GHS Gymnasium [Directions] | 5:00 p.m. | |||
| Tue., 2/6 | V Girls Basketball | Staples | Home - DHS Main Gym [Directions] | 5:30 p.m. | W 47-36 | ||
| Tue., 2/6 | JV Girls Basketball | Staples | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Thu., 2/8 | V Boys Basketball | New Canaan | Home - DHS Main Gym [Directions] | 5:30 p.m. | W 56-41 | ||
| Thu., 2/8 | JV Boys Basketball | New Canaan | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Thu., 2/8 | V Boys Indoor Track | CIAC Class L Championships @ Hillhouse HS, New Haven | Away | 4:00 p.m. | |||
| Thu., 2/8 | V Girls Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 5:30 p.m. | W 42-30 | ||
| Thu., 2/8 | JV Girls Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:00 p.m. | |||
| Thu., 2/8 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Darien Ice Rink [Directions] | 3:50 p.m. | W 9-0 | ||
| Thu., 2/8 | V Girls Indoor Track | CIAC Class L State Championship @ New Haven Athletic Center | Away | 4:00 p.m. | |||
| Fri., 2/9 | FR Boys Basketball | New Canaan | Home - DHS Main Gym [Directions] | 3:45 p.m. | |||
| Fri., 2/9 | V Boys Ice Hockey | New Canaan | Away - Darien Ice Rink [Directions] | 2:40 p.m. | W 3-2(OT) | ||
| Fri., 2/9 | JV Boys Ice Hockey | Notre Dame-West Haven | Home - SoNo Ice House [Directions] | 6:00 p.m. | |||
| Fri., 2/9 | V Wrestling | FCIAC Championships- New Canaan HS | Away | 4:00 p.m. | |||
| Sat., 2/10 | V Wrestling | FCIAC Championships- New Canaan HS | Away | 9:00 a.m. | |||
| Sat., 2/10 | V Girls Gymnastics | FCIAC Championships @ Westhill | Away | 10:00 a.m. | Darien 128.5 (5th place) | ||
| Sat., 2/10 | V Girls Ice Hockey | Hamden Coop | Away - Lou Astorino Ice Rink [Directions] | 2:30 p.m. | W 3-2(OT) | ||
| Mon., 2/12 | V Boys Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | 7:00 p.m. | L 66-76 | ||
| Mon., 2/12 | JV Boys Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | 5:15 p.m. | |||
| Mon., 2/12 | FR Boys Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | 4:00 p.m. | |||
| Mon., 2/12 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Home - Darien Ice Rink [Directions] | 6:00 p.m. | W 4-1 | ||
| Mon., 2/12 | JV Boys Ice Hockey | New Canaan | Home - Stamford Twin Rinks [Directions] | Cancelled | Cancelled | ||
| Mon., 2/12 | V Boys Swimming and Diving | Ridgefield | Away - Pool at Barlow Mountain School [Directions] | 4:00 p.m. | |||
| Mon., 2/12 | V Girls Basketball | Harding | Home - DHS Main Gym [Directions] | 5:30 p.m. | W 69-29 | ||
| Mon., 2/12 | JV Girls Basketball | Harding | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Tue., 2/13 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away - So No Icehouse - Norwalk [Directions] | 6:00 p.m. | W 9-1 | ||
| Wed., 2/14 | V Boys Basketball | Westhill | Away - Main Gymnasium [Directions] | 7:00 p.m. | W 76-41 | ||
| Wed., 2/14 | JV Boys Basketball | Westhill | Away - Main Gymnasium [Directions] | 5:15 p.m. | |||
| Wed., 2/14 | FR Boys Basketball | Westhill | Away - Main Gymnasium [Directions] | 4:00 p.m. | |||
| Wed., 2/14 | V Girls Basketball | Westhill | Home - DHS Main Gym [Directions] | 5:30 p.m. | W 62-34 | ||
| Wed., 2/14 | JV Girls Basketball | Westhill | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Wed., 2/14 | V Girls Ice Hockey | Greenwich Academy | Home - Darien Ice Rink [Directions] | 6:00 p.m. | L 0-2 | ||
| Fri., 2/16 | V Boys Ice Hockey | Ridgefield | Home - Terry Connors Rink [Directions] | 12:30 p.m. | L 3-5 | ||
| Fri., 2/16 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton Rinks [Directions] | 3:30 p.m. | W 8-1 | ||
| Sat., 2/17 | V Boys Indoor Track | CIAC State Open @ Hillhouse HS, New Haven | Away | 12:00 p.m. | |||
| Sat., 2/17 | V Girls Basketball | FCIAC Playoffs @ Norwalk HS | Away | 2:00 p.m. | 12:30 p.m. | ||
| Sat., 2/17 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - Darien Ice Rink [Directions] | 5:00 p.m. | W 4-1 | ||
| Sat., 2/17 | V Girls Indoor Track | CIAC State Open @ New Haven Athletic Center | Away | 12:00 p.m. | |||
| Mon., 2/19 | V Boys Basketball | St. Joseph | Home - DHS Main Gym [Directions] | 7:00 p.m. | W 64-53 | ||
| Mon., 2/19 | JV Boys Basketball | St. Joseph | Home - DHS Main Gym [Directions] | 5:15 p.m. | |||
| Mon., 2/19 | FR Boys Basketball | St. Joseph | Home - DHS Main Gym [Directions] | 4:00 p.m. | |||
| Mon., 2/19 | V Boys Ice Hockey | Notre Dame-West Haven | Away - Bennett Rink [Directions] | 4:00 p.m. | L 1-5 | 1:30 p.m. | |
| Mon., 2/19 | JV Boys Ice Hockey | Hamden | Home - Stamford Twin Rinks [Directions] | 8:40 p.m. | |||
| Wed., 2/21 | V Boys Basketball | Norwalk | Home - DHS Main Gym [Directions] | 7:00 p.m. | W 79-45 | ||
| Wed., 2/21 | JV Boys Basketball | Norwalk | Home - DHS Main Gym [Directions] | 5:15 p.m. | |||
| Wed., 2/21 | FR Boys Basketball | Norwalk | Home - DHS Main Gym [Directions] | 3:45 p.m. | |||
| Wed., 2/21 | V Girls Ice Hockey | FCIAC Semi Final vs New Canaan @ Darien Ice House | Away - Darien Ice Rink | 8:00 p.m. | |||
| Fri., 2/23 | V Boys Ice Hockey | Wilton | Away - Winter Garden Rink-Ridgefield [Directions] | 3:00 p.m. | W 8-0 | ||
| Sat., 2/24 | V Boys Ice Hockey | FCIAC Quarterfinal vs New Canaan | Home - Darien Ice Rink [Directions] | 12:50 p.m. | |||
| Sat., 2/24 | V Boys Swimming and Diving | JV FCIACS @ Greenwich HS | Away | 1:30 p.m. | 11:15 a.m. | Warmups @ 12:15 p.m. | |
| Sat., 2/24 | V Girls Gymnastics | State Divisional Meet @ Pomperaug HS | Away | 5:00 p.m. | 2:45 p.m. | PICKUP AT DARIEN YMCA | |
| Sat., 2/24 | V Girls Ice Hockey | FCIAC Finals- Terry Connors | Away | Cancelled | Cancelled | ||
| Mon., 2/26 | V Girls Basketball | CIAC - Round 1 @ Notre Dame of Fairfield | Away | 7:00 p.m. | 5:00 p.m. | ||
| Tue., 2/27 | V Boys Swimming and Diving | FCIAC Trials @ Greenwich HS | Away | 5:30 p.m. | 3:15 p.m. | Warmups @ 4:15 p.m. | |
| Wed., 2/28 | V Boys Ice Hockey | FCIAC Semi-finals vs Ridgefield | Away - Darien Ice Rink | 7:30 p.m. | |||
| Sat., 3/3 | V Boys Indoor Track | New England Championships @ Reggie Lewis Center/Boston, MA | Away | TBA | |||
| Sat., 3/3 | V Girls Gymnastics | Open Individual Meet @ Pomperaug | Away | 10:00 a.m. | |||
| Sat., 3/3 | V Girls Ice Hockey | Simsbury | Home - Terry Connors Rink [Directions] | 6:30 p.m. | |||
| Sat., 3/3 | V Girls Indoor Track | New England Championship @ Reggie Lewis Center, Boston | Away | TBA | |||
| Sun., 3/4 | V Boys Swimming and Diving | FCIAC Finals @ Greenwich HS | Away | 2:00 p.m. | 11:45am | ||
| Mon., 3/5 | V Boys Basketball | CIAC Round 1 - vs Daniel Hand | Home - DHS Main Gym [Directions] | 7:00 p.m. | |||
| Wed., 3/7 | V Boys Basketball | Tentative CIAC - Round 2 @ Prince | Away | Cancelled | Cancelled | ||
| Thu., 3/8 | V Boys Ice Hockey | CIAC - Round 1 vs Notre Dame-West Haven @ Bennett Rink, West Haven | Away | 5:00 p.m. | |||
| Fri., 3/9 | V Boys Basketball | Tentative CIAC Quarterfinal @ higher seed | Away | Cancelled | Cancelled | ||
| Fri., 3/9 | V Boys Indoor Track | New Balance Indoor Nationals @ 168 St. Armory, Manhattan, NY | Away | TBA | Runs 3/9 through 3/11/18 | ||
| Fri., 3/9 | V Boys Swimming and Diving | CIAC Class L Diving Trials/Finals | Away - Middletown HS [Directions] | 5:30 p.m. | |||
| Fri., 3/9 | V Girls Ice Hockey | State Semi-finals vs New Canaan @ Shelton Rinks | Away | 4:30 p.m. | 2:00 p.m. | ||
| Sat., 3/10 | V Boys Swimming and Diving | CIAC Class L Qualifying | Away - East Hartford HS [Directions] | 11:30 a.m. | 7:30 a.m. | ||
| Sat., 3/10 | V Girls Gymnastics | New Englands- location TBA | Away | TBA | |||
| Sun., 3/11 | V Boys Ice Hockey | CIAC Quarterfinals vs winner of Ridgefield/Fairfield | Away | TBA | |||
| Sun., 3/11 | V Girls Ice Hockey | State Final @ Bennett Rink, West Haven | Away | 4:00 p.m. | |||
| Tue., 3/13 | V Boys Basketball | Tentative CIAC Semifinal @ TBA | Away | Cancelled | Cancelled | ||
| Wed., 3/14 | V Boys Ice Hockey | Tentative CIAC Semi-Finals @ Ingalls Rink | Away | Cancelled | Cancelled | Games @ 5:30 and 7:30 p.m. | |
| Wed., 3/14 | V Boys Rugby | Greenwich | Away [Directions] | 4:00 p.m. | JV Friendly | ||
| Wed., 3/14 | V Boys Swimming and Diving | CIAC Class L Finals @ Wesleyan University | Away - Wesleyan Univ. [Directions] | 6:00 p.m. | 2:00 p.m. | ||
| Thu., 3/15 | V Boys Swimming and Diving | CIAC Open Diving @ Bulkeley HS, Hartford | Away | 5:30 p.m. | |||
| Sat., 3/17 | V Boys Basketball | Tentative CIAC Final @ Mohegan Sun Arena | Away | Cancelled | Cancelled | Alternate date 3/18/18 | |
| Sat., 3/17 | V Boys Ice Hockey | Tentative CIAC Finals @ Ingalls Rink | Away | Cancelled | Cancelled | ||
| Sat., 3/17 | V Boys Swimming and Diving | CIAC Open Swimming @ Yale University | Away - Yale Univ. [Directions] | 2:30 p.m. | 10:15 a.m. | Warmups @ 12:30 p.m. | |
| Tue., 3/20 | V Boys Lacrosse | Blue/White Scrimage | Home - DHS Center Oval Turf Field [Directions] | 3:30 p.m. | |||
| Thu., 3/22 | V Boys Lacrosse | John Jay (NY) (Scrim.) | Home - DHS Turf #2 [Directions] | 4:30 p.m. | |||
| Sat., 3/24 | V Baseball | Pre-Season Jamboree- V & JV Field | Home - DHS Baseball Varsity Field [Directions] | 9:00 a.m. | |||
| Sat., 3/24 | V Boys Lacrosse | Jamboree | Home - DHS Center Oval Turf Field [Directions] | 8:30 a.m. | & Upper Oval- Stadium in afternoon | ||
| Sat., 3/24 | V Boys Volleyball | Darien Boys Volleyball Playday | Home - DHS Main Gym [Directions] | 8:30 a.m. | DHS North & South Gyms also | ||
| Sat., 3/24 | V Softball | Jamboree v Stamford, Westhill, Greenwich | Home - DHS Softball Varsity Field [Directions] | 10:00 a.m. | |||
| Mon., 3/26 | V Girls Lacrosse | Fairfield Ludlowe (Scrim.) | Away - Taft Field [Directions] | 3:30 p.m. | |||
| Mon., 3/26 | V Softball | Wilton (Scrim.) | Home - DHS Softball Varsity Field [Directions] | 4:30 p.m. | |||
| Tue., 3/27 | V Baseball | Wilton (Scrim.) | Home - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | |||
| Tue., 3/27 | JV Baseball | Wilton (Scrim.) | Home - DHS Baseball JV Field [Directions] | 4:00 p.m. | |||
| Wed., 3/28 | V Boys Lacrosse | Salisbury School (Scrim.) | Away | 5:00 p.m. | |||
| Wed., 3/28 | V Boys Volleyball | Val Dickinson Jamboree @ Fairfield Warde | Away | TBA | |||
| Wed., 3/28 | V Co-ed Sailing | GA & BS, Prep @ IHYC in Greenwich | Away | TBA | |||
| Wed., 3/28 | V Girls Lacrosse | Greenwich Academy (Scrim.) | Home - DHS Stadium Field [Directions] | 3:45 p.m. | |||
| Wed., 3/28 | V Softball | Joel Barlow (Scrim.) | Home - DHS Softball Varsity Field [Directions] | 4:00 p.m. | |||
| Fri., 3/30 | V Boys Rugby | West Hartford | Home - Royle School Field [Directions] | 12:00 p.m. | |||
| Sat., 3/31 | V Baseball | Fitch | Home - DHS Baseball Varsity Field [Directions] | 11:00 a.m. | L 2-4 | ||
| Sat., 3/31 | JV Baseball | Fitch | Home - DHS Baseball JV Field [Directions] | 11:00 a.m. | |||
| Sat., 3/31 | V Boys Lacrosse | Yorktown (NY) | Away | 7:00 p.m. | W 13-11 | ||
| Sat., 3/31 | JV Boys Lacrosse | Yorktown (NY) | Away | 4:30 p.m. | |||
| Sat., 3/31 | FR Boys Lacrosse | Chaminade (NY) | Home - DHS Upper Oval Turf Field [Directions] | 10:30 a.m. | |||
| Sat., 3/31 | V Boys Volleyball | Newtown | Away - Newtown HS Gymnasium [Directions] | 11:00 a.m. | L 0-3 | ||
| Sat., 3/31 | JV Boys Volleyball | Newtown | Away - Newtown HS Gymnasium [Directions] | 12:30 p.m. | |||
| Sat., 3/31 | V Softball | Team v New Hampshire | Home - DHS Softball Varsity Field [Directions] | 10:00 a.m. | |||
| Wed., 4/4 | FR Baseball | Westhill | Home - DHS Baseball JV Field [Directions] | 4:00 p.m. | |||
| Wed., 4/4 | V Boys Lacrosse | Westhill | Away - Westhill Stadium [Directions] | 5:30 p.m. | W 23-0 | ||
| Wed., 4/4 | JV Boys Lacrosse | Westhill | Away - Westhill Stadium [Directions] | 3:30 p.m. | |||
| Wed., 4/4 | FR Boys Lacrosse | Danbury | Home - DHS Upper Oval Turf Field [Directions] | 4:00 p.m. | |||
| Wed., 4/4 | V Boys Volleyball | Stamford | Home - DHS Main Gym [Directions] | 4:00 p.m. | W 3-0 | ||
| Wed., 4/4 | JV Boys Volleyball | Stamford | Home - DHS Main Gym [Directions] | 5:30 p.m. | |||
| Wed., 4/4 | V Co-ed Sailing | FL/FW, SHS @ Pequot YC, Southport | Away | TBA | |||
| Thu., 4/5 | V Baseball | Norwich Free Academy | Home - DHS Baseball Varsity Field [Directions] | 4:30 p.m. | W 1-0 | ||
| Thu., 4/5 | JV Baseball | Norwich Free Academy | Home - DHS Baseball JV Field [Directions] | 4:30 p.m. | |||
| Thu., 4/5 | V Boys Golf | Westhill | Away - Hubbard Brennan Golf Course [Directions] | 3:15 p.m. | Darien 160 Westhill 178 | ||
| Thu., 4/5 | V Boys Tennis | Bridgeport Central | Away - Central H.S. Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | ||
| Thu., 4/5 | V Girls Lacrosse | St. Joseph | Away - St. Joseph HS [Directions] | 4:00 p.m. | W 12-3 | ||
| Thu., 4/5 | JV Girls Lacrosse | St. Joseph | Away - St. Joseph HS [Directions] | 5:15 p.m. | |||
| Thu., 4/5 | V Girls Outdoor Track | Ridgefield | Home - DHS Track [Directions] | 4:00 p.m. | |||
| Thu., 4/5 | V Girls Tennis | Bridgeport Central | Home - DHS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | ||
| Fri., 4/6 | V Baseball | New Fairfield | Home - DHS Baseball Varsity Field [Directions] | 4:15 p.m. | W 5-3 | ||
| Fri., 4/6 | JV Baseball | New Fairfield | Home - DHS Baseball JV Field [Directions] | 4:15 p.m. | |||
| Fri., 4/6 | V Boys Lacrosse | Torrey Pines (CA) | Home - DHS Stadium Field [Directions] | 6:30 p.m. | W 14-4 | ||
| Fri., 4/6 | FR Boys Lacrosse | Wilton | Away - Fujitani Field - Turf [Directions] | 4:30 p.m. | |||
| Fri., 4/6 | V Boys Rugby | Cheshire | Home - Royle School Field [Directions] | 4:30 p.m. | |||
| Fri., 4/6 | V Boys Volleyball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 4:00 p.m. | W 3-0 | ||
| Fri., 4/6 | JV Boys Volleyball | Westhill | Away - Westhill - Main Gymnasium [Directions] | Cancelled | Cancelled | ||
| Fri., 4/6 | FR Girls Lacrosse | Wilton | Home - DHS Upper Oval Turf Field [Directions] | 4:00 p.m. | |||
| Sat., 4/7 | V Baseball | Guilford | Home - DHS Baseball Varsity Field [Directions] | 11:00 a.m. | W 2-0 | ||
| Sat., 4/7 | JV Baseball | Guilford | Home - DHS Baseball JV Field [Directions] | 11:00 a.m. | |||
| Sat., 4/7 | JV Boys Lacrosse | Don Bosco (NJ) | Away | 11:00 a.m. | |||
| Sat., 4/7 | FR Boys Lacrosse | Don Bosco (NJ) | Home - DHS Upper Oval Turf Field [Directions] | 11:00 a.m. | |||
| Sat., 4/7 | V Girls Lacrosse | Ridgewood (NJ) | Away | 2:00 p.m. | W 12-10 | ||
| Sat., 4/7 | JV Girls Lacrosse | Ridgewood (NJ) | Away | 12:00 p.m. | |||
| Sat., 4/7 | FR Girls Lacrosse | Ridgewood (NJ) | Away | 10:00 a.m. | |||
| Sat., 4/7 | V Softball | Newtown | Away - Newtown HS Softball Field [Directions] | 1:00 p.m. | L 2-3 | ||
| Mon., 4/9 | V Baseball | Greenwich | Home - DHS Baseball Varsity Field [Directions] | 11:00 a.m. | W 9-2 | ||
| Mon., 4/9 | JV Baseball | Greenwich | Home - DHS Baseball JV Field [Directions] | 11:00 a.m. | |||
| Mon., 4/9 | FR Baseball | Greenwich | Away - GHS Baseball Field [Directions] | 11:00 a.m. | |||
| Mon., 4/9 | V Boys Tennis | Trinity Catholic | Home - DHS Tennis Courts [Directions] | 10:00 a.m. | W 7-0 | ||
| Mon., 4/9 | V Softball | Greenwich | Away - GHS Softball Field [Directions] | 2:00 p.m. | W 10-5 | ||
| Mon., 4/9 | V Girls Tennis | Trinity Catholic | Away - Scalzi Park | 4:00 p.m. | W 7-0 | ||
| Tue., 4/10 | V Boys Lacrosse | Fairfield Ludlowe | Home - DHS Stadium Field [Directions] | 4:00 p.m. | W 17-2 | ||
| Tue., 4/10 | JV Boys Lacrosse | Fairfield Ludlowe | Home - DHS Stadium Field [Directions] | 6:00 p.m. | |||
| Tue., 4/10 | FR Boys Lacrosse | Greenwich | Away - GHS Field 7 [Directions] | 10:00 a.m. | |||
| Tue., 4/10 | V Girls Lacrosse | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 4:00 p.m. | W 21-6 | ||
| Tue., 4/10 | JV Girls Lacrosse | Ridgefield | Away - Tiger Hollow Turf Field II [Directions] | 5:30 p.m. | |||
| Wed., 4/11 | V Baseball | Trumbull | Away - Varsity Baseball Field [Directions] | 12:00 p.m. | W 4-0 | ||
| Wed., 4/11 | JV Baseball | Trumbull | Away - JV Baseball Field [Directions] | 12:00 p.m. | |||
| Wed., 4/11 | FR Baseball | Trumbull | Home - DHS Baseball Varsity Field [Directions] | 10:00 a.m. | |||
| Wed., 4/11 | V Boys Volleyball | Shelton | Home - DHS Main Gym [Directions] | 4:00 p.m. | W 3-1 | ||
| Wed., 4/11 | JV Boys Volleyball | Shelton | Home - DHS Main Gym [Directions] | 5:30 p.m. | |||
| Wed., 4/11 | V Girls Lacrosse | Norwalk | Home - DHS Center Oval Turf Field [Directions] | 10:00 a.m. | W 19-1 | ||
| Wed., 4/11 | JV Girls Lacrosse | Norwalk | Home - DHS Field #1 -Turf [Directions] | 10:00 a.m. | |||
| Wed., 4/11 | V Softball | Trumbull | Home - DHS Softball Varsity Field [Directions] | 4:15 p.m. | L 3-18 | ||
| Fri., 4/13 | V Baseball | Bridgeport Central | Away - Central H.S. Baseball Field [Directions] | 11:00 a.m. | W 11-3 | ||
| Fri., 4/13 | JV Baseball | Bridgeport Central | Away - Seaside Park Diamond 10 [Directions] | 11:00 a.m. | |||
| Fri., 4/13 | FR Baseball | Fairfield Prep | Home - DHS Baseball Varsity Field [Directions] | 11:00 a.m. | |||
| Fri., 4/13 | FR Boys Lacrosse | Staples | Home - DHS Upper Oval Turf Field [Directions] | 4:00 p.m. | |||
| Fri., 4/13 | V Boys Volleyball | Masuk | Home - DHS Main Gym [Directions] | 10:00 a.m. | W 3-1 | ||
| Fri., 4/13 | JV Boys Volleyball | Masuk | Home - DHS Main Gym [Directions] | 11:30 a.m. | |||
| Fri., 4/13 | V Girls Lacrosse | Staples | Home - DHS Stadium Field [Directions] | 7:00 p.m. | W 19-7 | ||
| Fri., 4/13 | JV Girls Lacrosse | Staples | Home - DHS Stadium Field [Directions] | 4:00 p.m. | |||
| Fri., 4/13 | V Softball | Bridgeport Central | Home - DHS Softball Varsity Field [Directions] | 4:00 p.m. | W 18-2 | ||
| Sat., 4/14 | V Boys Lacrosse | Manhassett (NY) | Home - DHS Stadium Field [Directions] | 5:00 p.m. | W 7-6 | ||
| Sat., 4/14 | JV Boys Lacrosse | Manhassett (NY) | Home - DHS Turf #2 [Directions] | 3:00 p.m. | |||
| Sun., 4/15 | JV Boys Lacrosse | Hingham @ Lincoln Sudbury @ New London College | Away | TBA | |||
| Sun., 4/15 | V Softball | Fryeburg (ME) | Home - DHS Softball Varsity Field [Directions] | 1:00 p.m. | W 13-12 | ||
| Mon., 4/16 | V Baseball | Trinity Catholic | Home - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | W 7-3 | ||
| Mon., 4/16 | JV Baseball | Trinity Catholic | Home - DHS Baseball JV Field [Directions] | 4:00 p.m. | |||
| Mon., 4/16 | FR Baseball | St. Lukes | Home - Town Hall Field [Directions] | Cancelled | Cancelled | ||
| Mon., 4/16 | V Boys Volleyball | Trumbull | Home - DHS Main Gym [Directions] | 4:30 p.m. | W 3-1 | ||
| Mon., 4/16 | JV Boys Volleyball | Trumbull | Home - DHS Main Gym [Directions] | 6:00 p.m. | |||
| Mon., 4/16 | V Girls Lacrosse | Garden City (NY) | Away | 4:30 p.m. | W 15-13 | ||
| Mon., 4/16 | JV Girls Lacrosse | Garden City (NY) | Away | Cancelled | Cancelled | ||
| Tue., 4/17 | V Boys Golf | Ridgefield | Home - CC of Darien [Directions] | 3:15 p.m. | Darien 154 Ridgefield 170 | ||
| Tue., 4/17 | JV Boys Golf | Wilton | Away - Rolling Hills CC [Directions] | 3:30 p.m. | @ Rolling Hills GC | ||
| Tue., 4/17 | V Boys Lacrosse | St. Joseph | Home - DHS Center Oval Turf Field [Directions] | 4:00 p.m. | W 23-2 | ||
| Tue., 4/17 | JV Boys Lacrosse | St. Joseph | Home - DHS Turf #2 [Directions] | 5:30 p.m. | |||
| Tue., 4/17 | V Boys Outdoor Track | Fairfield Warde, Brien McMahon | Home - DHS Track [Directions] | 4:00 p.m. | |||
| Tue., 4/17 | V Boys Tennis | Danbury | Away - Danbury HS Tennis Courts [Directions] | 4:00 p.m. | W 6-1 | ||
| Tue., 4/17 | JV Boys Tennis | Fairfield Ludlowe | Away - Dwight Elementary School Courts [Directions] | 4:00 p.m. | |||
| Tue., 4/17 | V Girls Golf | Fairfield Warde | Away - Smith Richardson [Directions] | 3:30 p.m. | Darien 236 Warde 190 | Non-League | |
| Tue., 4/17 | JV Girls Golf | Greenwich | Home - CC of Darien [Directions] | 3:15 p.m. | |||
| Tue., 4/17 | FR Girls Lacrosse | Greenwich Country Day | Away | 4:00 p.m. | |||
| Tue., 4/17 | V Girls Outdoor Track | Brien McMahon, Fairfield Warde | Away - Brien McMahon HS [Directions] | 4:00 p.m. | |||
| Tue., 4/17 | V Girls Tennis | Danbury | Home - DHS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | ||
| Tue., 4/17 | JV Girls Tennis | Fairfield Ludlowe | Home - Weed Beach [Directions] | 4:00 p.m. | |||
| Wed., 4/18 | V Baseball | Brien McMahon | Away - Pride Field At BMHS [Directions] | 4:00 p.m. | W 6-0 | ||
| Wed., 4/18 | JV Baseball | Brien McMahon | Away - Roton Field [Directions] | 4:15 p.m. | |||
| Wed., 4/18 | FR Baseball | Brien McMahon | Home - DHS Baseball Varsity Field [Directions] | Cancelled | Cancelled | ||
| Wed., 4/18 | FR Baseball | Norwalk | Away - Callahan Complex at Nathan Hale Upper [Directions] | 4:00 p.m. | @ Nathan Hale MS | ||
| Wed., 4/18 | JV Boys Golf | Staples | Away - Longshore [Directions] | 3:00 p.m. | @ Longshore | ||
| Wed., 4/18 | FR Boys Lacrosse | Ridgefield | Away - RHS Lower Grass Field [Directions] | Cancelled | Cancelled | ||
| Wed., 4/18 | JV Boys Tennis | Wilton | Away - Wilton Tennis Courts [Directions] | 4:00 p.m. | |||
| Wed., 4/18 | V Boys Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:00 p.m. | W 3-1 | ||
| Wed., 4/18 | JV Boys Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | 5:30 p.m. | |||
| Wed., 4/18 | V Co-ed Sailing | GFA, GHS @ Pequot YC, Southport | Away | TBA | |||
| Wed., 4/18 | V Girls Golf | Greenwich | Home - CC of Darien [Directions] | 3:30 p.m. | Darien 230 Greenwich 194 | ||
| Wed., 4/18 | V Girls Lacrosse | Brien McMahon | Away - Brien McMahon HS [Directions] | 7:00 p.m. | W 19-7 | ||
| Wed., 4/18 | JV Girls Lacrosse | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:15 p.m. | |||
| Wed., 4/18 | FR Girls Lacrosse | Ridgefield | Home - DHS Upper Oval Turf Field [Directions] | 4:00 p.m. | |||
| Wed., 4/18 | V Softball | Brien McMahon | Home - DHS Softball Varsity Field [Directions] | 4:00 p.m. | W 12-0 | ||
| Wed., 4/18 | JV Softball | Brien McMahon | Home - DHS Softball JV Field [Directions] | Cancelled | Cancelled | ||
| Wed., 4/18 | V Girls Tennis | Trumbull | Home - DHS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | ||
| Wed., 4/18 | JV Girls Tennis | Wilton | Home - Weed Beach [Directions] | 4:00 p.m. | |||
| Thu., 4/19 | V Boys Golf | Brien McMahon | Away - Oak Hills [Directions] | 3:15 p.m. | Darien 154 McMahon 206 | ||
| Thu., 4/19 | V Boys Lacrosse | Fairfield Warde | Home - DHS Turf #2 [Directions] | 4:00 p.m. | W 20-1 | ||
| Thu., 4/19 | V Girls Golf | Staples | Home - Woodway CC [Directions] | 3:15 p.m. | Darien 228 Staples 210 | ||
| Thu., 4/19 | JV Girls Lacrosse | Greenwich Academy | Home - DHS Stadium Field [Directions] | 3:30 p.m. | |||
| Fri., 4/20 | V Baseball | Danbury | Away - Danbury HS Varsity Baseball Field [Directions] | 4:00 p.m. | L 2-3 | ||
| Fri., 4/20 | JV Baseball | Danbury | Away - Westerner Baseball Field, Rogers Park [Directions] | 3:45 p.m. | @ Rogers Park Westerners Field | ||
| Fri., 4/20 | FR Baseball | Danbury | Home - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | |||
| Fri., 4/20 | FR Boys Lacrosse | New Canaan | Home - DHS Center Oval Turf Field [Directions] | 4:30 p.m. | |||
| Fri., 4/20 | V Boys Rugby | Ridgefield | Away [Directions] | Cancelled | Cancelled | 4:00 p.m. | |
| Fri., 4/20 | V Boys Tennis | Greenwich | Home - DHS Tennis Courts [Directions] | 4:30 p.m. | L 1-6 | ||
| Fri., 4/20 | JV Boys Tennis | Greenwich | Home - Cherry Lawn Park [Directions] | 4:30 p.m. | |||
| Fri., 4/20 | V Boys Volleyball | Danbury | Away - Danbury HS - MAIN gym [Directions] | 4:00 p.m. | W 3-2 | ||
| Fri., 4/20 | JV Boys Volleyball | Danbury | Away - Danbury HS - MAIN gym [Directions] | 5:30 p.m. | |||
| Fri., 4/20 | FR Girls Lacrosse | New Canaan | Away - NCHS Water Tower Turf Field [Directions] | 4:00 p.m. | |||
| Fri., 4/20 | V Softball | Danbury | Home - DHS Softball Varsity Field [Directions] | 4:00 p.m. | L 2-10 | ||
| Fri., 4/20 | JV Softball | Danbury | Home - DHS Softball JV Field [Directions] | Cancelled | Cancelled | ||
| Fri., 4/20 | V Girls Tennis | Greenwich | Away - GHS Tennis Courts [Directions] | 4:30 p.m. | W 5-2 | ||
| Fri., 4/20 | JV Girls Tennis | Greenwich | Away - Binney Park [Directions] | 4:30 p.m. | |||
| Sat., 4/21 | V Boys Lacrosse | Wilton | Home - DHS Stadium Field [Directions] | 1:00 p.m. | W 12-6 | ||
| Sat., 4/21 | JV Boys Lacrosse | Wilton | Home - DHS Stadium Field [Directions] | 10:30 a.m. | |||
| Sat., 4/21 | V Boys Tennis | Brien McMahon | Away - Brien McMahon HS [Directions] | 11:00 a.m. | W 7-0 | ||
| Sat., 4/21 | V Co-ed Sailing | O'Day Qualifiers @ IHYC, Greenwich | Away | TBA | |||
| Sat., 4/21 | V Girls Lacrosse | Long Beach (NY) | Away | 1:00 p.m. | W 14-7 | ||
| Sat., 4/21 | V Softball | Wamogo/Litchfield | Home - DHS Softball Varsity Field [Directions] | 1:00 p.m. | W 6-5 | ||
| Sat., 4/21 | V Girls Tennis | Brien McMahon | Home - DHS Tennis Courts [Directions] | 11:00 a.m. | W 7-0 | ||
| Sun., 4/22 | V Co-ed Sailing | O'Day Championship @ Tabor, Marion, MA | Away | TBA | |||
| Mon., 4/23 | V Baseball | Stamford | Home - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | W 7-2 | ||
| Mon., 4/23 | JV Baseball | Stamford | Home - DHS Baseball JV Field [Directions] | 4:00 p.m. | |||
| Mon., 4/23 | FR Baseball | Stamford | Away - Stamford HS [Directions] | 4:00 p.m. | |||
| Mon., 4/23 | V Boys Golf | Danbury | Away - Richter Park Golf Course [Directions] | 3:15 p.m. | Darien 157 Danbury 197 | ||
| Mon., 4/23 | FR Boys Lacrosse | Trumbull | Away - The Pit [Directions] | 4:30 p.m. | |||
| Mon., 4/23 | V Boys Tennis | Wilton | Home - DHS Tennis Courts [Directions] | 4:00 p.m. | W 5-2 | ||
| Mon., 4/23 | JV Boys Tennis | Wilton | Home - Cherry Lawn Park [Directions] | 4:00 p.m. | |||
| Mon., 4/23 | V Boys Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 5:30 p.m. | L 2-3 | ||
| Mon., 4/23 | JV Boys Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | |||
| Mon., 4/23 | JV Girls Golf | Ridgefield | Home - Wee Burn CC [Directions] | Cancelled | Cancelled | ||
| Mon., 4/23 | FR Girls Lacrosse | Trumbull | Away - JV Grass Field [Directions] | 4:00 p.m. | |||
| Mon., 4/23 | V Girls Outdoor Track | Danbury | Home - DHS Track [Directions] | 4:00 p.m. | |||
| Mon., 4/23 | V Softball | Stamford | Away - Stamford HS [Directions] | 4:00 p.m. | L 4-14 | ||
| Mon., 4/23 | V Girls Tennis | Wilton | Away - Wilton Tennis Courts [Directions] | 4:00 p.m. | W 6-1 | ||
| Mon., 4/23 | JV Girls Tennis | Wilton | Away - Middlebrook School [Directions] | 4:00 p.m. | |||
| Tue., 4/24 | FR Baseball | Wilton | Away - Allen's Meadow - Fr. Baseball Field [Directions] | 4:00 p.m. | |||
| Tue., 4/24 | V Boys Golf | Trinity Catholic, St. Joseph | Home - CC of Darien [Directions] | 3:15 p.m. | Darien 154 Trinity 232 | ||
| Tue., 4/24 | FR Boys Lacrosse | Fairfield Prep (Scrim.) | Home - DHS Upper Oval Turf Field [Directions] | 4:00 p.m. | |||
| Tue., 4/24 | V Boys Outdoor Track | Danbury | Away - Danbury HS Stadium [Directions] | 4:00 p.m. | |||
| Tue., 4/24 | V Boys Tennis | Ridgefield | Away - RHS Tennis Courts [Directions] | 4:00 p.m. | L 3-4 | ||
| Tue., 4/24 | JV Boys Tennis | Ridgefield | Away - Yanity Tennis Courts [Directions] | 4:00 p.m. | |||
| Tue., 4/24 | V Girls Golf | Ridgefield | Home - CC of Darien [Directions] | 3:30 p.m. | Darien 232 Ridgefield 212 | ||
| Tue., 4/24 | JV Girls Golf | New Canaan | Away - Country Club of New Canaan [Directions] | 3:30 p.m. | |||
| Tue., 4/24 | V Girls Lacrosse | Stamford | Home - DHS Stadium Field [Directions] | 4:00 p.m. | W 17-0 | ||
| Tue., 4/24 | JV Girls Lacrosse | Stamford | Home - DHS Stadium Field [Directions] | 5:30 p.m. | |||
| Tue., 4/24 | V Girls Tennis | Ridgefield | Home - DHS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | ||
| Tue., 4/24 | JV Girls Tennis | Ridgefield | Home - Weed Beach [Directions] | 4:00 p.m. | |||
| Wed., 4/25 | FR Boys Lacrosse | Glastonbury | Away - GHS Turf Field [Directions] | 5:00 p.m. | |||
| Wed., 4/25 | V Boys Volleyball | Staples | Away - Staples H.S. Gym [Directions] | 4:00 p.m. | L 1-3 | ||
| Wed., 4/25 | JV Boys Volleyball | Staples | Away - Staples H.S. Gym [Directions] | 5:30 p.m. | |||
| Wed., 4/25 | V Co-ed Sailing | GHS, RCDS, RHS @ Grass Island, Greenwich | Away | TBA | |||
| Thu., 4/26 | FR Baseball | St. Lukes | Home - DHS Baseball JV Field [Directions] | 4:00 p.m. | |||
| Thu., 4/26 | V Boys Golf | Fairfield Warde, Trinity Catholic | Away - Brooklawn Country Club [Directions] | 3:15 p.m. | Darien 158 Warde 182 | ||
| Thu., 4/26 | V Boys Lacrosse | Danbury | Away - Danbury HS Stadium Turf Field [Directions] | 4:30 p.m. | W 19-3 | ||
| Thu., 4/26 | JV Boys Lacrosse | Danbury | Away - Danbury HS Stadium Turf Field [Directions] | 6:00 p.m. | |||
| Thu., 4/26 | V Boys Outdoor Track | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 4:00 p.m. | |||
| Thu., 4/26 | V Boys Tennis | Fairfield Warde | Away - Fairfield Woods MS Courts [Directions] | 4:00 p.m. | W 7-1 | ||
| Thu., 4/26 | JV Boys Tennis | Fairfield Warde | Away - FWHS Knapps Courts [Directions] | 4:00 p.m. | |||
| Thu., 4/26 | V Girls Golf | Fairfield Warde | Home - Woodway CC [Directions] | 3:30 p.m. | Darien 222 Warde 193 | ||
| Thu., 4/26 | V Girls Lacrosse | Manhassett (NY) | Home - DHS Stadium Field [Directions] | 5:30 p.m. | L 12-13 | ||
| Thu., 4/26 | JV Girls Lacrosse | Manhassett (NY) | Home - DHS Upper Oval Turf Field [Directions] | 5:30 p.m. | |||
| Thu., 4/26 | FR Girls Lacrosse | Norwalk | Home - DHS Upper Oval Turf Field [Directions] | 4:00 p.m. | |||
| Thu., 4/26 | V Softball | Wilton | Away - WHS Varsity Softball Field [Directions] | 4:00 p.m. | W 4-0 | ||
| Thu., 4/26 | V Girls Tennis | Fairfield Warde | Home - DHS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | ||
| Thu., 4/26 | JV Girls Tennis | Fairfield Warde | Home - Weed Beach [Directions] | 4:00 p.m. | |||
| Fri., 4/27 | FR Boys Lacrosse | Staples | Away - Wakeman Field B (turf) [Directions] | 4:00 p.m. | |||
| Fri., 4/27 | V Boys Outdoor Track | O'Grady Relays @ Danbury HS | Away | 5:00 p.m. | |||
| Fri., 4/27 | V Boys Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | 4:30 p.m. | W 3-0 | ||
| Fri., 4/27 | JV Boys Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | 5:30 p.m. | |||
| Fri., 4/27 | JV Softball | Ridgefield | Home - DHS Softball JV Field [Directions] | Cancelled | Cancelled | ||
| Sat., 4/28 | V Boys Lacrosse | New Canaan | Home - DHS Stadium Field [Directions] | 1:00 p.m. | W 9-7 | ||
| Sat., 4/28 | JV Boys Lacrosse | New Canaan | Home - DHS Turf #2 [Directions] | 10:00 a.m. | |||
| Sat., 4/28 | V Boys Outdoor Track | O'Grady Relays @ Danbury HS | Away | 9:00 a.m. | |||
| Sat., 4/28 | V Co-ed Sailing | CT State Championship @ USCGA, New London, CT | Away | TBA | |||
| Sat., 4/28 | V Girls Lacrosse | New Canaan | Home - DHS Stadium Field [Directions] | 4:00 p.m. | W 12-6 | ||
| Sat., 4/28 | JV Girls Lacrosse | New Canaan | Home - DHS Stadium Field [Directions] | 6:00 p.m. | |||
| Sat., 4/28 | V Girls Outdoor Track | O'Grady Relays @ Danbury HS | Away | 9:00 a.m. | 7:00 a.m. | ||
| Sun., 4/29 | V Co-ed Sailing | Herreshoff Qualifiers @ Hotchkiss, Lakeville, CT | Away | TBA | Team must first qualify for this event | ||
| Sun., 4/29 | V Softball | Ridgefield | Home - DHS Softball Varsity Field [Directions] | 1:00 p.m. | L 7-9 | ||
| Mon., 4/30 | V Baseball | Fairfield Warde | Away - Fairfield Warde H.S. [Directions] | 4:00 p.m. | W 5-4(10) | ||
| Mon., 4/30 | JV Baseball | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | |||
| Mon., 4/30 | FR Baseball | Fairfield Warde | Home - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | |||
| Mon., 4/30 | V Boys Golf | New Canaan | Home - Wee Burn CC [Directions] | 3:15 p.m. | Darien 166 New Canaan 179 | ||
| Mon., 4/30 | JV Boys Golf | New Canaan | Away [Directions] | 3:15 p.m. | @ CC of New Canaan | ||
| Mon., 4/30 | V Boys Tennis | Fairfield Ludlowe | Home - DHS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | ||
| Mon., 4/30 | JV Boys Tennis | Fairfield Ludlowe | Home - Cherry Lawn Park [Directions] | 4:00 p.m. | |||
| Mon., 4/30 | V Boys Volleyball | St. Joseph | Home - DHS Main Gym [Directions] | 4:00 p.m. | W 3-0 | ||
| Mon., 4/30 | JV Boys Volleyball | St. Joseph | Home - DHS Main Gym [Directions] | 5:30 p.m. | |||
| Mon., 4/30 | V Girls Golf | Fairfield Ludlowe | Away - Smith Richardson Golf Course [Directions] | 3:15 p.m. | Darien 214 Ludlowe 185 | ||
| Mon., 4/30 | V Girls Outdoor Track | St. Joseph, Norwalk | Away [Directions] | 4:00 p.m. | |||
| Mon., 4/30 | V Softball | Fairfield Warde | Home - DHS Softball Varsity Field [Directions] | 4:00 p.m. | L 4-6 | ||
| Mon., 4/30 | JV Softball | Fairfield Warde | Home - DHS Softball JV Field [Directions] | Cancelled | Cancelled | ||
| Mon., 4/30 | V Girls Tennis | Fairfield Ludlowe | Away - Fairfield Ludlowe Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | ||
| Mon., 4/30 | JV Girls Tennis | Fairfield Ludlowe | Away - Dwight Elementary School Courts [Directions] | 4:00 p.m. | |||
| Tue., 5/1 | V Baseball | Wilton | Home - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | W 3-2 | ||
| Tue., 5/1 | JV Baseball | Wilton | Home - DHS Baseball JV Field [Directions] | 4:00 p.m. | |||
| Tue., 5/1 | V Boys Golf | Wilton | Home - Woodway CC [Directions] | 3:30 p.m. | Darien 155 Wilton 184 | ||
| Tue., 5/1 | JV Boys Golf | Wilton | Home - Woodway CC [Directions] | 3:30 p.m. | |||
| Tue., 5/1 | V Boys Lacrosse | Trumbull | Home - DHS Turf #2 [Directions] | 4:00 p.m. | W 18-4 | ||
| Tue., 5/1 | JV Boys Lacrosse | Trumbull | Home - DHS Turf #2 [Directions] | 6:00 p.m. | |||
| Tue., 5/1 | V Boys Outdoor Track | Norwalk, St. Joseph | Away - Testa Field, NHS [Directions] | 4:00 p.m. | |||
| Tue., 5/1 | V Boys Tennis | Staples | Away - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | L 3-4 | ||
| Tue., 5/1 | JV Boys Tennis | Staples | Away - Town Farms Tennis Courts [Directions] | 4:00 p.m. | |||
| Tue., 5/1 | V Girls Golf | Staples | Away - Longshore [Directions] | 3:00 p.m. | Darien 208 Staples 194 | ||
| Tue., 5/1 | JV Girls Golf | Staples | Away - Longshore [Directions] | 3:00 p.m. | |||
| Tue., 5/1 | V Girls Lacrosse | Trumbull | Away - New Turf Field [Directions] | 6:00 p.m. | W 20-5 | ||
| Tue., 5/1 | JV Girls Lacrosse | Trumbull | Away - New Turf Field [Directions] | 4:00 p.m. | |||
| Tue., 5/1 | FR Girls Lacrosse | Fairfield Ludlowe | Away - FLHS Front Field [Directions] | 4:00 p.m. | |||
| Tue., 5/1 | V Girls Tennis | Staples | Home - DHS Tennis Courts [Directions] | 4:00 p.m. | W 5-2 | ||
| Tue., 5/1 | JV Girls Tennis | Staples | Home - Weed Beach [Directions] | 4:00 p.m. | |||
| Wed., 5/2 | V Baseball | Fairfield Ludlowe | Home - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | W 4-3 | ||
| Wed., 5/2 | JV Baseball | Fairfield Ludlowe | Home - DHS Baseball JV Field [Directions] | 4:00 p.m. | |||
| Wed., 5/2 | FR Baseball | Fairfield Ludlowe | Away - Kiwanis Field [Directions] | 4:00 p.m. | |||
| Wed., 5/2 | V Boys Golf | Stamford | Away - EG Brennan [Directions] | 3:15 p.m. | Darien 151 Stamford 216 | ||
| Wed., 5/2 | JV Boys Golf | Fairfield Prep | Away - Brooklawn Country Club, Fairfield, CT [Directions] | 3:15 p.m. | @ Brooklawn CC | ||
| Wed., 5/2 | FR Boys Lacrosse | Stamford | Home - DHS Tennis Court Grass Field [Directions] | 4:00 p.m. | |||
| Wed., 5/2 | V Boys Tennis | Trumbull | Away - THS Tennis Courts [Directions] | 4:30 p.m. | W 5-2 | ||
| Wed., 5/2 | V Boys Volleyball | Fairfield Warde | Home - DHS Main Gym [Directions] | 4:00 p.m. | W 3-0 | ||
| Wed., 5/2 | JV Boys Volleyball | Fairfield Warde | Home - DHS Main Gym [Directions] | 5:30 p.m. | |||
| Wed., 5/2 | V Co-ed Sailing | GA, BS, STAM @ IHYC, Greenwich, CT | Away | TBA | |||
| Wed., 5/2 | JV Girls Golf | Danbury | Home - tba [Directions] | 3:15 p.m. | |||
| Wed., 5/2 | FR Girls Lacrosse | Greenwich Country Day | Home - DHS Upper Oval Turf Field [Directions] | 3:30 p.m. | |||
| Wed., 5/2 | V Softball | Fairfield Ludlowe | Away - Sturges Park [Directions] | 4:00 p.m. | L 0-6 | ||
| Wed., 5/2 | JV Softball | Fairfield Ludlowe | Away - Tom Haydon Field [Directions] | Cancelled | Cancelled | ||
| Wed., 5/2 | V Girls Tennis | Stamford | Away - Stamford HS [Directions] | 4:00 p.m. | W 6-1 | ||
| Wed., 5/2 | JV Girls Tennis | Trumbull | Home - Weed Beach [Directions] | 4:00 p.m. | |||
| Thu., 5/3 | V Baseball | Ridgefield | Away - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | 4:00 p.m. | L 2-6 | ||
| Thu., 5/3 | JV Baseball | Ridgefield | Away - East Ridge MS [Directions] | 4:00 p.m. | |||
| Thu., 5/3 | V Boys Lacrosse | St. Anthonys (NY) | Home - DHS Center Oval Turf Field [Directions] | 5:00 p.m. | W 11-10 | ||
| Thu., 5/3 | V Boys Tennis | New Canaan | Home - DHS Tennis Courts [Directions] | 4:00 p.m. | W 6-1 | ||
| Thu., 5/3 | JV Boys Tennis | New Canaan | Home - Cherry Lawn Park [Directions] | 4:00 p.m. | |||
| Thu., 5/3 | V Girls Golf | New Canaan | Away - Country Club of New Canaan [Directions] | 3:30 p.m. | Darien 220 NC 176 | ||
| Thu., 5/3 | V Girls Lacrosse | Wilton | Home - DHS Stadium Field [Directions] | 5:30 p.m. | W 15-10 | ||
| Thu., 5/3 | JV Girls Lacrosse | Wilton | Home - DHS Stadium Field [Directions] | 4:00 p.m. | |||
| Thu., 5/3 | V Girls Tennis | New Canaan | Away - NCHS Tennis Courts [Directions] | 4:00 p.m. | W 6-1 | ||
| Thu., 5/3 | JV Girls Tennis | New Canaan | Home - Weed Beach [Directions] | 4:00 p.m. | |||
| Fri., 5/4 | V Baseball | Staples | Away - Staples Baseball Field [Directions] | 4:00 p.m. | L 1-7 | ||
| Fri., 5/4 | JV Baseball | Staples | Away - Wakeman Field [Directions] | 4:00 p.m. | |||
| Fri., 5/4 | FR Baseball | Staples | Home - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | |||
| Fri., 5/4 | JV Boys Lacrosse | St. Anthonys (NY) | Home - DHS Center Oval Turf Field [Directions] | 5:15 p.m. | |||
| Fri., 5/4 | FR Boys Lacrosse | Wilton | Home - DHS Upper Oval Turf Field [Directions] | 4:30 p.m. | |||
| Fri., 5/4 | FR Boys Lacrosse | Connor Corish Tourney @ Don Bosco, NJ | Away | Cancelled | Cancelled | ||
| Fri., 5/4 | V Boys Outdoor Track | Amity HS Midnight Meet | Away | 5:00 p.m. | |||
| Fri., 5/4 | V Boys Rugby | Southington | Away [Directions] | 4:30 p.m. | |||
| Fri., 5/4 | V Boys Volleyball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 4:00 p.m. | W 3-0 | ||
| Fri., 5/4 | JV Boys Volleyball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 5:30 p.m. | |||
| Fri., 5/4 | V Softball | Staples | Home - DHS Softball Varsity Field [Directions] | 4:00 p.m. | L 3-9 | ||
| Fri., 5/4 | JV Softball | Staples | Home - DHS Softball JV Field [Directions] | Cancelled | Cancelled | ||
| Sat., 5/5 | V Boys Lacrosse | Greenwich | Home - DHS Stadium Field [Directions] | 2:00 p.m. | W 13-6 | ||
| Sat., 5/5 | JV Boys Lacrosse | Greenwich | Home - DHS Stadium Field [Directions] | 4:30 p.m. | |||
| Sat., 5/5 | FR Boys Lacrosse | Connor Corish Tourney @ Don Bosco, NJ | Away | TBA | |||
| Sat., 5/5 | V Girls Lacrosse | Sts. Stephens & Agnes (VA) | Away | 12:00 p.m. | L 12-13(OT) | ||
| Sat., 5/5 | V Softball | Torrington | Home - DHS Softball Varsity Field [Directions] | 1:00 p.m. | W 10-5 | ||
| Mon., 5/7 | V Baseball | New Canaan | Home - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | W 3-2 | ||
| Mon., 5/7 | JV Baseball | New Canaan | Home - DHS Baseball JV Field [Directions] | 4:00 p.m. | |||
| Mon., 5/7 | FR Baseball | New Canaan | Away - Waveny Park - Coppo Field [Directions] | 4:00 p.m. | |||
| Mon., 5/7 | JV Boys Golf | New Canaan | Home - Wee Burn CC [Directions] | 3:15 p.m. | |||
| Mon., 5/7 | FR Boys Lacrosse | St. Joseph | Away - St. Joseph HS [Directions] | Cancelled | Cancelled | ||
| Mon., 5/7 | V Boys Volleyball | New Canaan | Home - DHS Main Gym [Directions] | 4:00 p.m. | W 3-0 | ||
| Mon., 5/7 | JV Boys Volleyball | New Canaan | Home - DHS Main Gym [Directions] | 5:30 p.m. | |||
| Mon., 5/7 | V Girls Golf | Trumbull | Home - Wee Burn CC [Directions] | 3:15 p.m. | Darien 209 212 | Non FCIAC | |
| Mon., 5/7 | FR Girls Lacrosse | St. Lukes | Home - DHS Upper Oval Turf Field [Directions] | 4:00 p.m. | |||
| Mon., 5/7 | V Girls Outdoor Track | Wilton, Fairfield Ludlowe | Away - WHS Track [Directions] | 4:00 p.m. | |||
| Mon., 5/7 | V Softball | New Canaan | Away - Waveny Park - Orchard Field [Directions] | 6:30 p.m. | L 1-2 | ||
| Tue., 5/8 | V Boys Golf | Fairfield Ludlowe | Home - Wee Burn CC [Directions] | 3:15 p.m. | Darien 151 Ludlowe 172 | ||
| Tue., 5/8 | JV Boys Golf | Staples | Home - Wee Burn CC [Directions] | 3:15 p.m. | |||
| Tue., 5/8 | V Boys Lacrosse | Norwalk | Away - Testa Field, NHS [Directions] | 6:00 p.m. | W 22-3 | ||
| Tue., 5/8 | JV Boys Lacrosse | Norwalk | Away - Testa Field, NHS [Directions] | 4:00 p.m. | |||
| Tue., 5/8 | V Boys Outdoor Track | Wilton, Fairfield Ludlowe | Home - DHS Track [Directions] | 4:00 p.m. | |||
| Tue., 5/8 | V Boys Rugby | Fairfield Prep | Home - Royle School Field [Directions] | 4:00 p.m. | |||
| Tue., 5/8 | V Boys Rugby | Fairfield Prep | Home - Royle School Field [Directions] | Cancelled | Cancelled | ||
| Tue., 5/8 | V Boys Tennis | Westhill | Away - Cummings Park Courts [Directions] | 4:00 p.m. | W 4-3 | ||
| Tue., 5/8 | JV Boys Tennis | Greenwich | Away - Central MS [Directions] | 4:30 p.m. | |||
| Tue., 5/8 | V Girls Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | 3:15 p.m. | Darien 199 Trumbull 207 | @ Tashua Knolls | |
| Tue., 5/8 | JV Girls Golf | Trumbull | Away [Directions] | 3:15 p.m. | |||
| Tue., 5/8 | V Girls Lacrosse | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 4:00 p.m. | W 19-9 | ||
| Tue., 5/8 | V Girls Tennis | Westhill | Home - DHS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | ||
| Tue., 5/8 | JV Girls Tennis | Greenwich | Home - Weed Beach [Directions] | 4:30 p.m. | |||
| Wed., 5/9 | FR Baseball | Masuk | Home - DHS Baseball JV Field [Directions] | 4:00 p.m. | |||
| Wed., 5/9 | V Boys Golf | Fairfield Prep | Home - CC of Darien [Directions] | 3:15 p.m. | Darien 156 Prep 163 | ||
| Wed., 5/9 | FR Boys Lacrosse | Greenwich | Home - DHS Upper Oval Turf Field [Directions] | 4:00 p.m. | |||
| Wed., 5/9 | V Boys Tennis | Stamford | Home - DHS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | ||
| Wed., 5/9 | V Boys Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 5:30 p.m. | W 3-0 | ||
| Wed., 5/9 | JV Boys Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 4:00 p.m. | |||
| Wed., 5/9 | V Co-ed Sailing | Prep, SHS, FW/FL @ Pequot YC, Southport | Away | TBA | |||
| Wed., 5/9 | JV Girls Tennis | Ridgefield | Home - Weed Beach [Directions] | 4:00 p.m. | |||
| Thu., 5/10 | V Boys Outdoor Track | Loucks Game, White Plains HS, NY | Away | TBA | THIS EVENTS RUNS MAY 10-12 | ||
| Thu., 5/10 | V Boys Tennis | St. Joseph | Home - DHS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | ||
| Thu., 5/10 | JV Girls Lacrosse | Greenwich Academy | Away | 4:30 p.m. | |||
| Thu., 5/10 | FR Girls Lacrosse | Greenwich | Home - DHS Upper Oval Turf Field [Directions] | 4:00 p.m. | |||
| Thu., 5/10 | V Girls Outdoor Track | Frosh/Soph Meet | Home - DHS Track [Directions] | 4:00 p.m. | |||
| Thu., 5/10 | V Girls Tennis | St. Joseph | Away - St. Joseph HS [Directions] | 4:00 p.m. | W 6-1 | ||
| Fri., 5/11 | V Baseball | Westhill | Away - Westhill Baseball Field [Directions] | 4:00 p.m. | L 3-4 | ||
| Fri., 5/11 | JV Baseball | Westhill | Away - Rippowam MS [Directions] | 4:00 p.m. | |||
| Fri., 5/11 | FR Baseball | Westhill | Home - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | |||
| Fri., 5/11 | FR Boys Lacrosse | Guilford (Scrim.) | Home - DHS Upper Oval Turf Field [Directions] | 5:00 p.m. | |||
| Fri., 5/11 | FR Boys Lacrosse | Connor Corish Tourney @ Don Bosco, NJ | Away | TBA | |||
| Fri., 5/11 | V Boys Volleyball | St. Joseph | Away - St. Joseph HS [Directions] | 4:00 p.m. | W 3-0 | ||
| Fri., 5/11 | JV Boys Volleyball | St. Joseph | Away - St. Joseph HS [Directions] | 5:30 p.m. | |||
| Fri., 5/11 | FR Girls Lacrosse | Staples | Away - Ginny Parker Field - Staples [Directions] | 5:00 p.m. | |||
| Fri., 5/11 | V Softball | Westhill | Home - DHS Softball Varsity Field [Directions] | 4:00 p.m. | W 5-1 | ||
| Fri., 5/11 | JV Softball | Westhill | Home - DHS Softball JV Field [Directions] | Cancelled | Cancelled | ||
| Sat., 5/12 | V Boys Lacrosse | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 4:00 p.m. | W 11-6 | ||
| Sat., 5/12 | JV Boys Lacrosse | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 6:00 p.m. | |||
| Sat., 5/12 | FR Boys Lacrosse | Connor Corish Tourney @ Don Bosco, NJ | Away | TBA | |||
| Sat., 5/12 | V Co-ed Sailing | Herreshoff Girl's Championship @ Roger Williams Univ., Bristol, RI | Away | TBA | |||
| Sun., 5/13 | V Co-ed Sailing | Herreshoff Girl's Championship @ Roger Williams Univ., Bristol, RI | Away | TBA | |||
| Mon., 5/14 | V Baseball | St. Joseph | Home - DHS Baseball Varsity Field [Directions] | 4:30 p.m. | L 4-8 | ||
| Mon., 5/14 | JV Baseball | St. Joseph | Home - DHS Baseball JV Field [Directions] | 4:00 p.m. | |||
| Mon., 5/14 | FR Baseball | St. Joseph | Away - St. Joseph HS [Directions] | 4:00 p.m. | |||
| Mon., 5/14 | JV Boys Golf | Ridgefield | Home - CC of Darien [Directions] | 3:30 p.m. | |||
| Mon., 5/14 | V Boys Tennis | Norwalk | Home - DHS Tennis Courts [Directions] | 4:00 p.m. | W 6-1 | ||
| Mon., 5/14 | V Boys Volleyball | Ridgefield | Home - DHS Main Gym [Directions] | 4:00 p.m. | L 0-3 | ||
| Mon., 5/14 | JV Boys Volleyball | Ridgefield | Home - DHS Main Gym [Directions] | 5:30 p.m. | |||
| Mon., 5/14 | V Co-ed Sailing | FCSL Silver Cup @ Indian Harbor YC | Away | TBA | |||
| Mon., 5/14 | JV Girls Golf | Greenwich | Away - Innis Arden Golf Course [Directions] | 3:30 p.m. | @ Innis Arden | ||
| Mon., 5/14 | V Girls Lacrosse | Fairfield Ludlowe | Home - DHS Stadium Field [Directions] | 4:00 p.m. | W 20-3 | ||
| Mon., 5/14 | JV Girls Lacrosse | Fairfield Ludlowe | Home - DHS Stadium Field [Directions] | 5:30 p.m. | |||
| Mon., 5/14 | FR Girls Lacrosse | Greenwich | Away - GHS Field 3 [Directions] | 4:30 p.m. | |||
| Mon., 5/14 | V Girls Outdoor Track | New Canaan | Away - NCHS Track Field [Directions] | 4:00 p.m. | |||
| Mon., 5/14 | V Softball | St. Joseph | Away - St. Joseph HS [Directions] | 4:00 p.m. | L 0-12 | ||
| Mon., 5/14 | JV Softball | St. Joseph | Away - Long Hill Administration field, Trumbull CT [Directions] | Cancelled | Cancelled | ||
| Mon., 5/14 | V Girls Tennis | Norwalk | Away - Norwalk HS [Directions] | 4:00 p.m. | W 6-1 | ||
| Tue., 5/15 | V Boys Lacrosse | Trinity Catholic | Home - DHS Stadium Field [Directions] | 4:30 p.m. | W 17-0 | ||
| Tue., 5/15 | JV Boys Tennis | Greenwich | Home - Cherry Lawn Park [Directions] | 4:00 p.m. | |||
| Tue., 5/15 | V Co-ed Sailing | FCSL Gold Cup @ Indian Harbor YC | Away | TBA | |||
| Tue., 5/15 | V Girls Golf | Danbury | Home - CC of Darien [Directions] | 3:15 p.m. | Darien 203 Danbury 227 | ||
| Tue., 5/15 | JV Girls Golf | Danbury | Home - CC of Darien [Directions] | 3:15 p.m. | |||
| Tue., 5/15 | FR Girls Lacrosse | New Canaan | Home - DHS Upper Oval Turf Field [Directions] | 4:00 p.m. | |||
| Wed., 5/16 | FR Boys Lacrosse | Daniel Hand (Scrim.) | Home - DHS Upper Oval Turf Field [Directions] | 4:45 p.m. | |||
| Wed., 5/16 | V Boys Outdoor Track | New Canaan | Home - DHS Track [Directions] | 4:00 p.m. | |||
| Wed., 5/16 | V Boys Volleyball | Fairfield Ludlowe | Home - DHS Main Gym [Directions] | 4:00 p.m. | W 3-0 | ||
| Wed., 5/16 | JV Boys Volleyball | Fairfield Ludlowe | Home - DHS Main Gym [Directions] | 5:30 p.m. | |||
| Wed., 5/16 | JV Girls Golf | Fairfield Ludlowe | Away [Directions] | TBA | |||
| Wed., 5/16 | JV Softball | Norwalk | Away - Naramake School [Directions] | Cancelled | Cancelled | ||
| Thu., 5/17 | V Baseball | Norwalk | Home - DHS Baseball Varsity Field [Directions] | 4:30 p.m. | W 10-1 | ||
| Thu., 5/17 | JV Baseball | Norwalk | Home - DHS Baseball JV Field [Directions] | 4:30 p.m. | |||
| Thu., 5/17 | V Boys Golf | Staples | Away - Longshore [Directions] | 3:15 p.m. | Darien 138 Staples 143 | ||
| Thu., 5/17 | V Boys Tennis | New Canaan | Home - DHS Tennis Courts [Directions] | 4:00 p.m. | |||
| Thu., 5/17 | V Girls Golf | St. Joseph | Home - Woodway CC [Directions] | 3:15 p.m. | Darien 203 St Joseph | ||
| Thu., 5/17 | V Girls Lacrosse | FCIAC Quarter Final vs Staples | Home - DHS Stadium Field [Directions] | 4:00 p.m. | |||
| Thu., 5/17 | V Girls Outdoor Track | Freshman Meet @ Wilton | Away | 4:00 p.m. | |||
| Thu., 5/17 | V Girls Tennis | Westhill | Home - Weed Beach [Directions] | 4:00 p.m. | W 6-1 | ||
| Thu., 5/17 | V Girls Tennis | New Canaan | Home - Weed Beach [Directions] | 4:00 p.m. | W 6-1 | ||
| Fri., 5/18 | FR Boys Lacrosse | New Canaan | Away - Dunning Stadium [Directions] | 4:00 p.m. | |||
| Fri., 5/18 | V Boys Outdoor Track | Hatter Freshmen Invitationals @ Danbury HS | Away | Cancelled | Cancelled | ||
| Mon., 5/21 | V Baseball | FCIAC game vs Trumbull | Home [Directions] | 4:00 p.m. | |||
| Mon., 5/21 | FR Baseball | Norwalk | Away - City Hall Field [Directions] | 4:00 p.m. | |||
| Mon., 5/21 | JV Boys Golf | New Canaan | Away [Directions] | 3:15 p.m. | @ CC of New Canaan | ||
| Mon., 5/21 | V Boys Lacrosse | FCIAC Quarterfinals vs Fairfield Ludlowe | Home - DHS Stadium Field [Directions] | 4:00 p.m. | |||
| Mon., 5/21 | V Boys Outdoor Track | Tournament Game - Opponent Not Known | Away | 1:30 p.m. | |||
| Mon., 5/21 | V Boys Tennis | Staples | Away - Staples HS-Tennis Courts [Directions] | 2:00 p.m. | L 4-2 | 12:45pm | |
| Mon., 5/21 | V Boys Volleyball | New Canaan | Home - DHS Main Gym [Directions] | 4:00 p.m. | W 3-0 | ||
| Mon., 5/21 | V Girls Golf | Wilton | Away - Silver Mine CC [Directions] | 3:30 p.m. | Darien 179 Wilton 184 | ||
| Mon., 5/21 | V Girls Lacrosse | FCIAC Semi Final vs Greenwich @ Norwalk HS | Away | 7:00 p.m. | 5:15 p.m. | Games @ 5:00/7:00 p.m. | |
| Mon., 5/21 | V Girls Outdoor Track | FCIAC Championship @ SCSU | Away | 1:30 p.m. | |||
| Mon., 5/21 | V Softball | Norwalk | Away - Ray Barry Field, NHS [Directions] | 4:00 p.m. | L 5-8 | ||
| Mon., 5/21 | V Girls Tennis | New Canaan | Home - DHS Tennis Courts [Directions] | 3:30 p.m. | |||
| Tue., 5/22 | V Boys Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | 3:15 p.m. | Darien 154 Trumbull 162 | ||
| Tue., 5/22 | JV Boys Golf | Ridgefield | Away - Ridgefield Public GC (DHLY Ridge) [Directions] | 3:30 p.m. | |||
| Tue., 5/22 | V Girls Golf | New Canaan | Home - CC of Darien [Directions] | 3:15 p.m. | Darien 219 New Canaan 193 | ||
| Tue., 5/22 | JV Girls Golf | New Canaan | Home - CC of Darien [Directions] | 3:15 p.m. | |||
| Wed., 5/23 | V Baseball | Fairfield Ludlowe | Away [Directions] | 5:45 p.m. | |||
| Wed., 5/23 | V Boys Golf | Norwalk | Away - Oak Hills G.C. [Directions] | 3:15 p.m. | Darien 152 Norwalk 217 | ||
| Wed., 5/23 | JV Boys Golf | Greenwich | Home - Wee Burn CC [Directions] | 3:20 p.m. | |||
| Wed., 5/23 | V Boys Lacrosse | FCIAC Semi Finals vs Wilton @ McMahon HS | Away | 7:00 p.m. | 5:45 p.m. | ||
| Wed., 5/23 | V Boys Tennis | Tentative FCIAC Final @ Wilton | Away | Cancelled | Cancelled | ||
| Wed., 5/23 | V Boys Volleyball | FCIAC Semi-final vs Ridgefield @ Fairfield Ludlowe | Away | 7:00 p.m. | |||
| Wed., 5/23 | V Softball | West Haven | Away - Frank Biondi Field [Directions] | 3:00 p.m. | L 6-7 | ||
| Wed., 5/23 | V Girls Tennis | FCIAC Final @ Wilton | Away | 4:00 p.m. | |||
| Thu., 5/24 | V Baseball | FCIAC Final vs Staples @ Cubeta Stadium | Away | 7:00 p.m. | 5:00 p.m. | ||
| Thu., 5/24 | V Boys Volleyball | Oxford | Home - DHS Main Gym [Directions] | 4:00 p.m. | W 3-0 | ||
| Thu., 5/24 | V Girls Golf | Danbury | Away - Richter Park Golf Course [Directions] | 3:00 p.m. | Darien 196 Danbury 207 | ||
| Thu., 5/24 | V Girls Lacrosse | FCIAC Final vs Wilton @ Norwalk HS | Away | 7:00 p.m. | 5:15 | ||
| Fri., 5/25 | V Boys Lacrosse | FCIAC Finals vs New Canann @ McMahon HS | Away | 4:30 p.m. | 2:15 p.m. | ||
| Sat., 5/26 | V Baseball | CIAC Tourney Qualifying Round | Away - Site TBA | Cancelled | Cancelled | ||
| Sat., 5/26 | V Boys Tennis | CIAC Tourney Prelim/Early Rounds | Away - Wilton HS [Directions] | 8:30 a.m. | |||
| Sat., 5/26 | V Girls Lacrosse | CIAC Tourney Qualifying Round | Away - Site TBA | Cancelled | Cancelled | ||
| Sat., 5/26 | V Softball | CIAC Tourney Qualifying Round | Away - Site TBA | TBA | |||
| Sat., 5/26 | V Girls Tennis | CIAC Tourney Qualifying and 1st Rounds | Away - Highest Seed | TBA | |||
| Tue., 5/29 | V Baseball | Danbury | Home - DHS Baseball Varsity Field [Directions] | 3:30 p.m. | |||
| Tue., 5/29 | V Boys Outdoor Track | CIAC Class L Championship | Away - Middletown HS [Directions] | 3:00 p.m. | |||
| Tue., 5/29 | V Boys Tennis | CIAC Tourney Round of 16/Quarterfinals | Away - Amity [Directions] | TBA | |||
| Tue., 5/29 | V Girls Golf | Greenwich, Danbury, Fairfield Warde | Away - Fairchild WheelerGolf Course [Directions] | 1:30 p.m. | Darien 196 Greenwich 175 Danbury 228 Warde 182 | @ Fairchild Wheeler | |
| Tue., 5/29 | V Girls Lacrosse | CIAC Tourney 1st Round | Away - DHS Stadium Field | 5:00 p.m. | |||
| Tue., 5/29 | V Girls Outdoor Track | CIAC Class L Championship | Away - Middletown HS [Directions] | 3:00 p.m. | |||
| Tue., 5/29 | V Softball | CIAC Tourney 1st Round | Away - Higher Seed | TBA | |||
| Tue., 5/29 | V Girls Tennis | CIAC Tourney Quarterfinals | Away - Higher Seed | TBA | |||
| Wed., 5/30 | V Baseball | CIAC Tourney 2nd Round | Away - Higher Seed | Cancelled | Cancelled | ||
| Wed., 5/30 | V Boys Golf | Greenwich | Home - Wee Burn CC [Directions] | 3:10 p.m. | Darien 149 Greenwich 157 | ||
| Wed., 5/30 | V Boys Lacrosse | Class L Playoffs v Xavier | Home - DHS Stadium Field [Directions] | 4:30 p.m. | |||
| Wed., 5/30 | V Boys Tennis | CIAC Tourney Semifinals | Away - Yale University [Directions] | 4:00 p.m. | |||
| Wed., 5/30 | V Boys Volleyball | Enfield | Home - DHS Main Gym [Directions] | 6:00 p.m. | |||
| Wed., 5/30 | V Softball | CIAC Tourney 2nd Round | Away - Higher Seed | Cancelled | Cancelled | ||
| Wed., 5/30 | V Girls Tennis | CIAC Tourney Semifinals @ Daniel Hand | Away | 3:00 p.m. | 1:15 p.m. | ||
| Thu., 5/31 | V Boys Tennis | CIAC Tourney Finals @ Yale | Away - Yale University [Directions] | 4:00 p.m. | 2:30 p.m. | ||
| Thu., 5/31 | V Girls Golf | FCIAC Tournament @ Fairchild Wheeler | Away | 9:00 a.m. | |||
| Thu., 5/31 | V Girls Lacrosse | CIAC Quarterfinal vs Fairfield Ludlowe | Away - DHS Stadium Field | 4:00 p.m. | |||
| Fri., 6/1 | V Boys Volleyball | CIAC Tourney Quarterfinal @ Ridgefield | Away | 2:00 p.m. | 12:00 p.m. | ||
| Fri., 6/1 | V Softball | CIAC Tourney Quarterfinals | Away - Higher Seed | Cancelled | Cancelled | ||
| Fri., 6/1 | V Girls Tennis | CIAC Tourney Final vs Staples @ Yale | Away - Site TBA | 3:00 p.m. | 1:15 p.m. | ||
| Sat., 6/2 | V Baseball | CIAC Tourney Quarterfinals | Away - Higher Seed | Cancelled | Cancelled | ||
| Sat., 6/2 | V Boys Lacrosse | Class L Playoffs vs Wilton | Home - DHS Stadium Field [Directions] | 3:00 p.m. | |||
| Sat., 6/2 | V Boys Tennis | State Open Singles Rd. of 16/Doubles Quarterfinals | Away - Amity [Directions] | 12:00 p.m. | |||
| Sat., 6/2 | V Girls Tennis | State Open Qualifying, 1st and 2nd Rounds | Away - Singles @ Conard/Doubles @ Hall | 1:00 p.m. | |||
| Mon., 6/4 | V Boys Golf | CIAC Div. I Championship | Away - Stanley GC - New Britain [Directions] | TBA | |||
| Mon., 6/4 | V Boys Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 1:30 p.m. | |||
| Mon., 6/4 | V Boys Tennis | State Open Singles Quarterfinals/Doubles Semifinals | Away - Yale University [Directions] | 4:00 p.m. | |||
| Mon., 6/4 | V Girls Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 1:30 p.m. | |||
| Mon., 6/4 | V Girls Tennis | State Open Round of 16/Quarterfinals | Away - Yale University [Directions] | 12:00 p.m. | |||
| Tue., 6/5 | V Baseball | CIAC Tourney Semifinals | Away - Site TBA | Cancelled | Cancelled | ||
| Tue., 6/5 | V Boys Tennis | State Open Singles Semifinals | Away - Yale University [Directions] | 4:00 p.m. | |||
| Tue., 6/5 | V Boys Volleyball | CIAC Tourney Semifinals | Away - Site TBA | Cancelled | Cancelled | ||
| Tue., 6/5 | V Girls Golf | State Tournament @ Tashua Knolls | Away | 7:30 a.m. | 6:45 a.m. | ||
| Tue., 6/5 | V Girls Lacrosse | CIAC Tourney Semifinal vs New Canaan | Away - @ Brien McMahon | 7:00 p.m. | 5:30 p.m. | ||
| Tue., 6/5 | V Softball | CIAC Tourney Semifinals | Away - Site TBA | Cancelled | Cancelled | ||
| Tue., 6/5 | V Girls Tennis | State Open Semifinals | Away - Yale University [Directions] | 3:00 p.m. | 1:30 p.m. | ||
| Wed., 6/6 | V Boys Lacrosse | Class L Semi Finals | Away | TBA | |||
| Wed., 6/6 | V Boys Tennis | State Open Finals | Away - Connecticut Tennis Center [Directions] | TBA | |||
| Wed., 6/6 | V Girls Golf | CIAC Girls Golf Championship | Away - Tashua Knolls CC [Directions] | 12:30 p.m. | 11:20 a.m. | ||
| Wed., 6/6 | V Girls Tennis | State Open Finals | Away - Connecticut Tennis Center [Directions] | TBA | |||
| Thu., 6/7 | V Boys Volleyball | CIAC Tourney Final | Away - Site TBA | Cancelled | Cancelled | ||
| Thu., 6/7 | V Girls Golf | Guimares Tournament- Heritage Village Country Club | Away | Cancelled | Cancelled | ||
| Sat., 6/9 | V Baseball | CIAC Tourney Final | Away - Palmer Field, Middletown [Directions] | Cancelled | Cancelled | ||
| Sat., 6/9 | V Boys Lacrosse | Class L Finals vs Ridgefield @ Brien McMahon | Away | 3:00 p.m. | 12:45 p.m. | ||
| Sat., 6/9 | V Boys Outdoor Track | New England Championship | Away - Univ. of New Hampshire [Directions] | TBA | |||
| Sat., 6/9 | V Girls Lacrosse | Tentative CIAC Tourney Final @ Jonathan Law | Away - Jonathan Law HS [Directions] | Cancelled | Cancelled | ||
| Sat., 6/9 | V Girls Outdoor Track | New England Championship | Away - Univ. of New Hampshire [Directions] | TBA | |||
| Sat., 6/9 | V Softball | CIAC Tourney Final | Away - Site TBA | Cancelled | Cancelled | ||
| Tue., 6/12 | V Boys Outdoor Track | CIAC Decathlon Champ. | Away - Manchester [Directions] | 11:00 a.m. | |||
| Tue., 6/12 | V Girls Outdoor Track | CIAC Heptathlon/Hammer/Steeplechase Champ. | Away - Manchester [Directions] | 11:30 a.m. | |||
| Wed., 6/13 | V Boys Outdoor Track | CIAC Decathlon/Hammer/Steeplechase Champ. | Away - Manchester [Directions] | 11:00 a.m. | |||
| Wed., 6/13 | V Girls Outdoor Track | CIAC Heptathlon Champ. | Away - Manchester [Directions] | 11:00 a.m. | |||
| Fri., 6/15 | V Boys Outdoor Track | New Balance Nationals Outdoor, NC | Away | TBA | RUNS 6/15-6/17 | ||
| Wed., 6/20 | V Boys Golf | New England Championships | Away - Bretwood GC - Keene, NH | 8:00 a.m. | |||
| Wed., 6/20 | V Girls Golf | New England Championships | Away - Bretwood GC - Keene, NH | 8:00 a.m. | |||
| Sat., 11/17 | V Girls Soccer | Tentative CIAC Final | Away | Cancelled | Cancelled | Alternate date 11/18/17 | |